BACKGROUND
1. Field
[0001] One or more embodiments of the present disclosure relate to a light-emitting device
including an organometallic compound, an electronic apparatus including the light-emitting
device, and the organometallic compound.
2. Description of the Related Art
[0002] Among light-emitting devices, self-emissive devices (e.g., organic light-emitting
devices) have relatively wide viewing angles, relatively high contrast ratios, relatively
short response times, and excellent or suitable characteristics in terms of luminance,
driving voltage, and response speed.
[0003] In a light-emitting device, a first electrode is arranged on a substrate, and a hole
transport region, an emission layer, an electron transport region, and a second electrode
are sequentially arranged on the first electrode. Holes provided from the first electrode
move toward the emission layer through the hole transport region, and electrons provided
from the second electrode move toward the emission layer through the electron transport
region. Carriers, such as the holes and the electrons, recombine in the emission layer
to produce excitons. These excitons transition and decay from an excited state to
a ground state, thereby generating light.
SUMMARY
[0004] The invention is defined by the appended claims. The description that follows is
subjected to this limitation. Any disclosure lying outside the scope of said claims
is only intended for illustrative as well as comparative purposes. One or more aspects
of embodiments of the present disclosure are directed toward a light-emitting device
including an organometallic compound, an electronic apparatus including the light-emitting
device, and the organometallic compound.
[0005] Additional aspects will be set forth in part in the description which follows and,
in part, will be apparent from the description, or may be learned by practice of the
presented embodiments of the disclosure.
[0006] According to one embodiment of the present invention, a light-emitting device includes:
a first electrode;
a second electrode facing the first electrode; and
an interlayer between the first electrode and the second electrode and including an
emission layer; and
an organometallic compound is represented by Formula 1:

wherein, in Formula 1,
M may be platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium
(Rh), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium
(Eu), terbium (Tb), or thulium (Tm),
X1 to X4 may each independently be C or N,
ring CY1, ring CY2, ring CY31 to ring CY33, and ring CY4 may each independently be a C5-C30 carbocyclic group or a C1-C30 heterocyclic group,
L1, L2, L31, and L32 may each independently be a single bond, *-C(R1a)(R1b)-*', *-C(R1a)=*', *=C(R1a)-*', *-C(R1a)=C(R1b)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R1a)-*', *-N(R1a)-*', *-O-*', *-P(R1a)-*', *-Al(R1a)-*, *-Si(R1a)(R1b)-*', *-P(=O)(R1a)-*', *-S-*', *-S(=O)-*', *-S(=O)2-*', *-Ge(R1a)(R1b)-*', a C5-C30 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C30 heterocyclic group unsubstituted or substituted with at least one R10a, and * and *' each indicate a binding site to a neighboring atom,
n1, n2, n31, and n32 may each independently be an integer from 1 to 10,
R1, R2, R31 to R33, R4, R1a, and R1b may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group,
a cyano group, a nitro group, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkenyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkynyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group unsubstituted or substituted with at least one R10a, a C1-C60 alkylthio group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, a C6-C60 aryloxy group unsubstituted or substituted with at least one R10a, a C6-C60 arylthio group unsubstituted or substituted with at least one R10a, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), - N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2),
a1, a2, a31 to a33, and a4 may each independently be an integer from 1 to 20,
two or more adjacent groups selected from among a1 R1(s), a2 R2(s), a31 R31(s), a32 R32(s), a33 R33(s), a4 R4(s), R1a, and R1b may optionally be combined with each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
R10a may be:
hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, or a nitro group;
a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I,
a hydroxyl group, a cyano group, a nitro group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, -Si(Q11)(Q12)(Q13), - N(Q11)(Q12), -B(Q11)(Q12), -C(=O)(Q11), -S(=O)2(Q11), -P(=O)(Q11)(Q12), or any combination thereof;
a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, or a C6-C60 arylthio group, each unsubstituted or substituted with deuterium, -F, - Cl, -Br,
-I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, - Si(Q21)(Q22)(Q23), -N(Q21)(Q22), -B(Q21)(Q22), -C(=O)(Q21), -S(=O)2(Q21), - P(=O)(Q21)(Q22), or any combination thereof; or
-Si(Q31)(Q32)(Q33), -N(Q31)(Q32), -B(Q31)(Q32), -C(=O)(Q31), -S(=O)2(Q31), or - P(=O)(Q31)(Q32),
wherein Q1 to Q3, Q11 to Q13, Q21 to Q23, and Q31 to Q33 may each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group;
a cyano group; a nitro group; a C1-C60 alkyl group; a C2-C60 alkenyl group; a C2-C60 alkynyl group; a C1-C60 alkoxy group; or a C3-C60 carbocyclic group or a C1-C60 heterocyclic group, each unsubstituted or substituted with deuterium, -F, a cyano
group, a C1-C60 alkyl group, a C1-C60 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof.
[0007] According to another embodiment of the present invention, an electronic apparatus
includes the light-emitting device.
[0008] According to a further embodiment of the present invention, electronic equipment
includes the light-emitting device.
[0009] According to a further embodiment of the present disclosure, there is provided the
organometallic compound represented by Formula 1 as defined in claim 6.
BRIEF DESCRIPTION OF DRAWINGS
[0010] The accompanying drawings are included to provide a further understanding of the
present disclosure and are incorporated in and constitute a part of the present disclosure.
The drawings illustrate embodiments of the present disclosure and, together with the
description, serve to explain principles of the present disclosure. The above and
other aspects, features, and advantages of certain embodiments of the disclosure will
be more apparent from the following description taken in conjunction with the accompanying
drawings, in which:
FIG. 1 is a schematic view of a structure of a light-emitting device according to
one or more embodiments of the present disclosure;
FIG. 2 is a schematic view of a structure of a light emitting apparatus according
to one or more embodiments of the present disclosure;
FIG. 3 is a schematic view of a structure of a light emitting apparatus according
to one or more embodiments of the present disclosure; and
FIGs. 4, 5, 6A, 6B, and 6C are each a schematic view of a structure of electronic
equipment according to one or more embodiments of the present disclosure.
DETAILED DESCRIPTION
[0011] Reference will now be made in more detail to embodiments, examples of which are illustrated
in the accompanying drawings, wherein like reference numerals refer to like elements
throughout the present disclosure, and duplicative descriptions thereof may not be
provided for conciseness. In this regard, the embodiments of the present disclosure
may have different forms and should not be construed as being limited to the descriptions
set forth herein. Accordingly, the embodiments of the present disclosure are merely
described, by referring to the drawings, to explain aspects of the present description.
As utilized herein, the term "and/or" or "or" may include any and all combinations
of one or more of the associated listed items. Throughout the disclosure, the expressions
such as "at least one of," "one of," and "selected from," when preceding a list of
elements, modify the entire list of elements and do not modify the individual elements
of the list. For example, "at least one of a, b or c", "at least one selected from
a, b, and c", "at least one selected from among a to c", etc., may indicate only a,
only b, only c, both (e.g., simultaneously) a and b, both (e.g., simultaneously) a
and c, both (e.g., simultaneously) b and c, all of a, b, and c, or variations thereof.
The "/" utilized herein may be interpreted as "and" or as "or" depending on the situation.
[0012] According to one or more embodiments of the present disclosure, a light-emitting
device includes:
a first electrode;
a second electrode facing the first electrode;
an interlayer between the first electrode and the second electrode and including an
emission layer; and
an organometallic compound is represented by Formula 1:


[0013] Details on Formula 1 are the same as described herein.
[0014] In one or more embodiments,
the first electrode of the light-emitting device may be an anode,
the second electrode of the light-emitting device may be a cathode,
the interlayer may further include a hole transport region between the first electrode
and the emission layer and an electron transport region between the emission layer
and the second electrode,
the hole transport region may include a hole injection layer, a hole transport layer,
an emission auxiliary layer, an electron-blocking layer, or any combination thereof,
and
the electron transport region may include a hole-blocking layer, an electron transport
layer, an electron injection layer, or any combination thereof.
[0015] In one or more embodiments, the interlayer of the light-emitting device may include
the organometallic compound represented by Formula 1.
[0016] In one or more embodiments, the emission layer of the light-emitting device may include
the organometallic compound represented by Formula 1 (e.g., as a first compound).
[0017] In one or more embodiments, the emission layer of the light-emitting device may include
a dopant and a host, and the organometallic compound represented by Formula 1 may
be included in the dopant. For example, in some embodiments, the organometallic compound
may act as a dopant. For example, in some embodiments, the emission layer may be to
emit blue light. The blue light may have a maximum emission wavelength in a range
of, for example, about 430 nm to about 480 nm.
[0018] In one or more embodiments, the electron transport region of the light-emitting device
may include a hole-blocking layer, and the hole-blocking layer may include a phosphine
oxide-containing compound, a silicon-containing compound, or any combination thereof.
In one or more embodiments, the hole-blocking layer may directly contact the emission
layer.
[0019] In one or more embodiments, the light-emitting device may further include a second
compound including at least one π electron-deficient nitrogen-containing C
1-C
60 heterocyclic group, a third compound including a group represented by Formula 3,
a fourth compound capable of emitting delayed fluorescence, or any combination thereof,
and
[0020] the organometallic compound (e.g., as the first compound), the second compound, the
third compound, and the fourth compound in the light-emitting device may be different
from each other,

wherein, in Formula 3,
ring CY71 and ring CY72 may each independently be a π electron-rich C3-C60 cyclic group or a pyridine group,
X71 may be a single bond or a linking group including O, S, N, B, C, Si, or any combination
thereof, and
* indicates a binding site to any atom included in the remaining part other than the
group represented by Formula 3 in the third compound.
[0021] In one or more embodiments, the organometallic compound may include at least one
deuterium.
[0022] In one or more embodiments, the second compound, the third compound, and the fourth
compound may each include at least one deuterium.
[0023] In one or more embodiments, the second compound may include at least one silicon.
[0024] In one or more embodiments, the third compound may include at least one silicon.
[0025] In one or more embodiments, the light-emitting device may further include, in addition
to the organometallic compound represented by Formula 1, a second compound and a third
compound, wherein at least one selected from among the second compound and the third
compound may include at least one deuterium, at least one silicon, or any combination
thereof.
[0026] According to one or more embodiments, the light-emitting device (for example, the
emission layer of the light-emitting device) may include a second compound in addition
to the organometallic compound. At least one selected from among the organometallic
compound and the second compound may include at least one deuterium. For example,
in some embodiments, the light-emitting device (for example, the emission layer of
the light-emitting device) may further include a third compound, a fourth compound,
or any combination thereof, in addition to the organometallic compound and the second
compound.
[0027] In one or more embodiments, the light-emitting device (for example, the emission
layer of the light-emitting device) may further include a third compound in addition
to the organometallic compound. At least one selected from among the organometallic
compound and the third compound may include at least one deuterium. For example, in
some embodiments, the light-emitting device (for example, the emission layer of the
light-emitting device) may further include, in addition to the organometallic compound
and the third compound, a second compound, a fourth compound, or any combination thereof.
[0028] In one or more embodiments, the light-emitting device (for example, the emission
layer of the light-emitting device) may further include a fourth compound in addition
to the organometallic compound. At least one selected from among the organometallic
compound and the fourth compound may include at least one deuterium. The fourth compound
may improve color purity, luminescence efficiency, and lifespan characteristics of
the light-emitting device. For example, in some embodiments, the light-emitting device
(for example, the emission layer of the light-emitting device) may further include
a second compound, a third compound, or any combination thereof, in addition to the
organometallic compound and the fourth compound.
[0029] In one or more embodiments, the light-emitting device (for example, the emission
layer of the light-emitting device) may further include a second compound and a third
compound, in addition to the organometallic compound. The second compound and the
third compound may form an exciplex. At least one selected from among the organometallic
compound, the second compound, and the third compound may include at least one deuterium.
[0030] In one or more embodiments, the emission layer of the light-emitting device may include:
i) the organometallic compound; and ii) the second compound, the third compound, the
fourth compound, or any combination thereof, and the emission layer may be to emit
blue light.
[0031] In one or more embodiments, the maximum emission wavelength of the blue light may
be in a range of about 430 nm to about 480 nm, about 430 nm to about 475 nm, about
440 nm to about 475 nm, about 450 nm to about 475 nm, about 430 nm to about 470 nm,
about 440 nm to about 470 nm, about 450 nm to about 470 nm, about 430 nm to about
465 nm, about 440 nm to about 465 nm, about 450 nm to about 465 nm, about 430 nm to
about 460 nm, about 440 nm to about 460 nm, or about 450 nm to about 460 nm.
[0032] In one or more embodiments, the second compound may include a pyridine group, a pyrimidine
group, a pyrazine group, a pyridazine group, a triazine group, or any combination
thereof.
[0033] In one or more embodiments, the following compounds may be excluded from the third
compound:

[0034] In one or more embodiments, a difference between a triplet energy level (eV) of the
fourth compound and a singlet energy level (eV) of the fourth compound may be about
0 eV or higher and about 0.5 eV or lower (or, about 0 eV or higher and about 0.3 eV
or lower).
[0035] In one or more embodiments, the fourth compound may be a compound including at least
one cyclic group including each of boron (B) and nitrogen (N) as ring-forming atoms.
[0036] In one or more embodiments, the fourth compound may be a C
8-C
60 polycyclic group-containing compound including at least two condensed cyclic groups
that share a boron atom (B) (e.g., one being a first ring and the other being a second
ring).
[0037] In one or more embodiments, the fourth compound may include a condensed ring in which
at least one third ring may be condensed with at least one fourth ring, for example,
to form the condensed ring including four or more rings,
[0038] the third ring of the fourth compound may be a cyclopentane group, a cyclohexane
group, a cycloheptane group, a cyclooctane group, a cyclopentene group, a cyclohexene
group, a cycloheptene group, a cyclooctene group, an adamantane group, a norbornene
group, a norbornane group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group,
a bicyclo[2.2.2]octane group, a benzene group, a pyridine group, a pyrimidine group,
a pyridazine group, a pyrazine group, or a triazine group, and
[0039] the fourth ring of the fourth compound may be a 1,2-azaborinine group, a 1,3-azaborinine
group, a 1,4-azaborinine group, a 1,2-dihydro-1,2-azaborinine group, a 1,4-oxaborinine
group, a 1,4-thiaborinine group, or a 1,4-dihydroborinine group.
[0040] In one or more embodiments, the third compound may not include (e.g., may exclude)
a (e.g., any) compound represented by Formula 3-1 described in the present disclosure.
[0041] In one or more embodiments, the second compound may include a compound represented
by Formula 2:

[0042] In Formula 2,
L51 to L53 may each independently be a single bond, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
b51 to b53 may each independently be an integer from 1 to 5,
X54 may be N or C(R54), X55 may be N or C(R55), X56 may be N or C(R56), and at least one selected from among X54 to X56 may be N,
R51 to R56 and R10a may each respectively be the same as described in the present disclosure.
[0043] In one or more embodiments, the third compound may include a compound represented
by Formula 3-1, a compound represented by Formula 3-2, a compound represented by Formula
3-3, a compound represented by Formula 3-4, a compound represented by Formula 3-5,
or any combination thereof:

wherein, in Formulae 3-1 to 3-5,
ring CY71 to ring CY74 may each independently be a π electron-rich C3-C60 cyclic group or a pyridine group,
X82 may be a single bond, O, S, N[(L82)b82-R82], C(R82a)(R82b), or Si(R82a)(R82b),
X83 may be a single bond, O, S, N[(L83)b83-R83], C(R83a)(R83b), or Si(R83a)(R83b),
X84 may be O, S, N[(L84)b84-R84], C(R84a)(R84b), or Si(R84a)(R84b),
X85 may be C or Si,
L81 to L85 may each independently be a single bond, *-C(Q4)(Q5)-*', *-Si(Q4)(Q5)-*', a π electron-rich C3-C60 cyclic group that is unsubstituted or substituted with at least one R10a, or a pyridine group that is unsubstituted or substituted with at least one R10a, wherein Q4 and Q5 may each be understood by referring to the description of Q1 provided herein,
b81 to b85 may each independently be an integer from 1 to 5,
R71 to R74, R81 to R85, R82a, R82b, R83a, R83b, R84a, and R84b may each respectively be the same as described in the present disclosure,
a71 to a74 may each independently be an integer from 0 to 20, and
R10a may be the same as described herein.
[0044] In one or more embodiments, the fourth compound may be a compound represented by
Formula 502, a compound represented by Formula 503, or any combination thereof:

wherein, in Formulae 502 and 503,
ring A501 to ring A504 may each independently be a C3-C60 carbocyclic group or a C1-C60 heterocyclic group,
Y505 may be O, S, N(R505), B(R505), C(R505a)(R505b), or Si(R505a)(R505b),
Y506 may be O, S, N(R506), B(R506), C(R506a)(R506b), or Si(R506a)(R506b),
Y507 may be O, S, N(R507), B(R507), C(R507a)(R507b), or Si(R507a)(R507b),
Y508 may be O, S, N(R508), B(R508), C(R508a)(R508b), or Si(R508a)(R508b),
Y51 and Y52 may each independently be B, P(=O), or S(=O),
R500a, R500b, R501 to R508, R505a, R505b, R506a, R506b, R507a, R507b, R508a, and R508b may each respectively be the same as described in the present disclosure, and
a501 to a504 may each independently be an integer from 0 to 20.
[0045] In one or more embodiments, the light-emitting device may satisfy at least one selected
from among Conditions 1 to 4:
lowest unoccupied molecular orbital (LUMO) energy level (eV) of third compound > LUMO
energy level (eV) of organometallic compound
LUMO energy level (eV) of organometallic compound > LUMO energy level (eV) of second
compound
highest occupied molecular orbital (HOMO) energy level (eV) of organometallic compound
> HOMO energy level (eV) of third compound
HOMO energy level (eV) of the third compound > HOMO energy level (eV) of the second
compound
[0046] Each of the HOMO energy level and LUMO energy level of each of the organometallic
compound, the second compound, and the third compound may be a negative value, and
may be measured according to a suitable method.
[0047] In one or more embodiments, an absolute value of a difference between the LUMO energy
level of the organometallic compound and the LUMO energy level of the second compound
may be about 0.1 eV or higher and about 1.0 eV or lower, and/or an absolute value
of a difference between the LUMO energy level of the organometallic compound and the
LUMO energy level of the third compound may be about 0.1 eV or higher and about 1.0
eV or lower, and an absolute value of a difference between the HOMO energy level of
the organometallic compound and the HOMO energy level of the second compound may be
about 1.25 eV or lower (for example, about 1.25 eV or lower and about 0.2 eV or higher),
and/or an absolute value of a difference between the HOMO energy level of the organometallic
compound and the HOMO energy level of the third compound may be about 1.25 eV or lower
(for example, about 1.25 eV or lower and about 0.2 eV or higher).
[0048] When the relationships between LUMO energy level and HOMO energy level satisfy the
conditions as described above, the balance between holes and electrons injected into
the emission layer may be made.
[0049] The light-emitting device may have a structure of a first embodiment or a second
embodiment.
First embodiment
[0050] According to the first embodiment, the organometallic compound may be included in
the emission layer in the interlayer of the light-emitting device, wherein the emission
layer may further include a host, the organometallic compound may be different from
the host, and the emission layer may be to emit phosphorescence or fluorescence emitted
from the organometallic compound. For example, according to the first embodiment,
the organometallic compound may be a dopant or an emitter. In one or more embodiments,
the organometallic compound may be a phosphorescent dopant or a phosphorescent emitter.
[0051] Phosphorescence or fluorescence emitted from the organometallic compound may be blue
light.
[0052] In one or more embodiments, the emission layer may further include an auxiliary dopant.
The auxiliary dopant may improve luminescence efficiency of the organometallic compound
by effectively transferring energy to the organometallic compound as a dopant or an
emitter.
[0053] The auxiliary dopant may be different from the organometallic compound and the host.
[0054] In one or more embodiments, the auxiliary dopant may be a delayed fluorescence-emitting
compound.
[0055] In one or more embodiments, the auxiliary dopant may be a compound including at least
one cyclic group including boron (B) and nitrogen (N) as ring-forming atoms.
Second embodiment
[0056] According to the second embodiment, the organometallic compound may be included in
the emission layer in the interlayer of the light-emitting device, wherein the emission
layer may further include a host and a dopant, the organometallic compound, the host,
and the dopant may be different from one another, and the emission layer may be to
emit phosphorescence or fluorescence (for example, delayed fluorescence) from the
dopant.
[0057] In one or more embodiments, the organometallic compound in the second embodiment
may serve not as a dopant, but as an auxiliary dopant that transfers energy to a dopant
(or an emitter).
[0058] In one or more embodiments, the organometallic compound in the second embodiment
may serve as an emitter and also as an auxiliary dopant that transfers energy to a
dopant (or an emitter).
[0059] For example, in some embodiments, phosphorescence or fluorescence emitted from the
dopant (or the emitter) in the second embodiment may be blue phosphorescence or blue
fluorescence (for example, blue delayed fluorescence).
[0060] The dopant (or the emitter) in the second embodiment may be a phosphorescent dopant
material (for example, the organometallic compound represented by Formula 1, an organometallic
compound represented by Formula 401, or any combination thereof) or any fluorescent
dopant material (for example, a compound represented by Formula 501, a compound represented
by Formula 502, a compound represented by Formula 503, or any combination thereof).
[0061] In the first embodiment and the second embodiment, the blue light may be blue light
having a maximum emission wavelength in a range of about 390 nm to about 500 nm, about
410 nm to about 490 nm, about 430 nm to about 480 nm, about 440 nm to about 475 nm,
or about 455 nm to about 470 nm.
[0062] The auxiliary dopant in the first embodiment may include, for example, the fourth
compound represented by Formula 502 or Formula 503.
[0063] The host in the first embodiment and the second embodiment may be any host material
(for example, a compound represented by Formula 301, a compound represented by 301-1,
a compound represented by Formula 301-2, or any combination thereof).
[0064] In one or more embodiments, the host in the first embodiment and the second embodiment
may be the second compound, the third compound, or any combination thereof.
[0065] In one or more embodiments, the light-emitting device may further include a capping
layer arranged outside (e.g., on) the first electrode and/or outside (e.g., on) the
second electrode.
[0066] In one or more embodiments, the light-emitting device may further include at least
one of a first capping layer located outside (e.g., on) the first electrode or a second
capping layer located outside (e.g., on) the second electrode, and the organometallic
compound represented by Formula 1 may be included in at least one of the first capping
layer or the second capping layer. The first capping layer and/or the second capping
layer may each be the same as described herein.
[0067] In one or more embodiments, the light-emitting device may further include:
a first capping layer arranged outside (e.g., on) the first electrode and including
the organometallic compound represented by Formula 1;
a second capping layer arranged outside (e.g., on) the second electrode and including
the organometallic compound represented by Formula 1; or
the first capping layer and the second capping layer.
[0068] The expression that an "(interlayer and/or a capping layer) includes at least one
organometallic compound represented by Formula 1" as utilized herein may be construed
as meaning that the "(interlayer and/or the capping layer) may include one organometallic
compound represented by Formula 1 or two or more different organometallic compounds
each represented by Formula 1."
[0069] In one or more embodiments, the interlayer and/or the capping layer may include Compound
1 only as the organometallic compound. In this regard, Compound 1 may be present in
the emission layer of the light-emitting device. In one or more embodiments, the interlayer
may include, as the organometallic compound, Compound 1 and Compound 2. In this regard,
Compound 1 and Compound 2 may be present in substantially the same layer (for example,
both (e.g., simultaneously) Compound 1 and Compound 2 may be present in the emission
layer), or may be present in different layers (for example, Compound 1 may be present
in the emission layer, and Compound 2 may be present in the electron transport region).
[0070] The term "interlayer" as utilized herein refers to a single layer and/or a plurality
of layers between the first electrode and the second electrode of the light-emitting
device.
[0071] According to one or more embodiments of the present disclosure, an electronic apparatus
may include the light-emitting device. In one or more embodiments, the electronic
apparatus may further include a thin-film transistor. For example, in some embodiments,
the electronic apparatus may further include a thin-film transistor including a source
electrode and a drain electrode, wherein the first electrode of the light-emitting
device may be electrically connected to the source electrode or the drain electrode
of the thin-film transistor. In some embodiments, the electronic apparatus may further
include a color filter, a color conversion layer, a touch screen layer, a polarizing
layer, or any combination thereof. More details of the electronic apparatus may be
referred to the descriptions provided herein.
[0072] According to one or more embodiments of the present disclosure, an electronic equipment
may include the light-emitting device.
[0073] For example, the electronic equipment may be at least one of a flat panel display,
a curved display, a computer monitor, a medical monitor, a television, a billboard,
an indoor or outdoor light and/or light for signal, a head-up display, a fully or
partially transparent display, a flexible display, a rollable display, a foldable
display, a stretchable display, a laser printer, a telephone, a portable phone, a
tablet personal computer, a phablet, a personal digital assistant (PDA), a wearable
device, a laptop computer, a digital camera, a camcorder, a viewfinder, a micro display,
a three-dimensional (3D) display, a virtual reality or augmented reality display,
a vehicle, a video wall with multiple displays tiled together, a theater or stadium
screen, a phototherapy device, or a signboard.
[0074] According to one or more embodiments of the present disclosure, provided is an organometallic
compound represented by Formula 1. Details on Formula 1 may be the same as described
herein.
[0075] Methods of synthesizing the organometallic compound may be easily understood to those
of ordinary skill in the art by referring to Synthesis Examples and/or Examples described
herein.
Description of Formula 1
[0076]

[0077] M in Formula 1 is platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au),
rhodium (Rh), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium
(Hf), europium (Eu), terbium (Tb), or thulium (Tm).
[0078] In one or more embodiments, M may be platinum (Pt), palladium (Pd), or gold (Au).
[0079] In one or more embodiments, M may be Pt.
[0080] X
1 to X
4 in Formula 1 are each independently C or N.
[0081] X
1 in one or more embodiments may be C.
[0082] In one or more embodiments, X
1 may be C, and a bond between X
1 and M may be a coordinate bond.
[0083] In one or more embodiments, X
1 may be carbon (C) of a carbene moiety.
[0084] In one or more embodiments, X
2 and X
3 may each be C, and X
4 may be N.
[0085] In one or more embodiments, i) a bond between X
1 and M may be a coordinate bond, and ii) one selected from among a bond between X
2 and M, a bond between X
3 and M, and a bond between X
4 and M may be a coordinate bond, and the other two may each be a covalent bond.
[0086] In one or more embodiments, a bond between X
1 and M and a bond between X
4 and M may each be a coordinate bond, and a bond between X
2 and M and a bond between X
3 and M may each be a covalent bond.
[0087] In one or more embodiments, X
1, X
2, and X
3 may each be C, X
4 may be N, a bond between X
1 and M and a bond between X
4 and M may each be a coordinate bond, and a bond between X
2 and M and a bond between X
3 and M may each be a covalent bond.
[0088] ring CY
1, ring CY
2, ring CY
31 to ring CY
33, and ring CY
4 in Formula 1 are each independently a C
5-C
30 carbocyclic group or a C
1-C
30 heterocyclic group.
[0089] In one or more embodiments, ring CY
1, ring CY
2, ring CY
31 to ring CY
33, and ring CY
4 may each independently be:
a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a
triphenylene group, a pyrene group, a chrysene group, a cyclopentadiene group, a furan
group, a thiophene group, a silole group, an indene group, a fluorene group, an indole
group, a carbazole group, a benzofuran group, a dibenzofuran group, a benzothiophene
group, a dibenzothiophene group, a benzosilole group, a dibenzosilole group, an azafluorene
group, an azacarbazole group, an azadibenzofuran group, an azadibenzothiophene group,
an azadibenzosilole group, a pyridine group, a pyrimidine group, a pyrazine group,
a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a
quinoxaline group, a quinazoline group, a phenanthroline group, a pyrrole group, a
pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole
group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole
group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzothiazole
group, a benzoxadiazole group, a benzothiadiazole group, a dibenzoxasiline group,
a dibenzothiasiline group, a dibenzodihydroazasiline group, a dibenzodihydrodisiline
group, a dibenzodihydrosiline group, a dibenzodioxin group, a dibenzoxathiin group,
a dibenzoxazine group, a dibenzopyran group, a dibenzodithiin group, a dibenzothiazine
group, a dibenzothiopyran group, a dibenzocyclohexadiene group, a dibenzodihydropyridine
group, or a dibenzodihydropyrazine group.
[0090] In one or more embodiments, ring CY
1 may be a nitrogen-containing C
1-C
60 heterocyclic group.
[0091] In one or more embodiments, ring CY
1 may be an imidazole group, triazole group, a benzimidazole group, a naphthoimidazole
group, or an imidazopyridine group.
[0092] In one or more embodiments, X
1 may be C, and ring CY
1 may be an imidazole group, a triazole group, a benzimidazole group, a naphthoimidazole
group, or an imidazopyridine group.
[0093] In one or more embodiments, X
1 may be carbon (C) of a carbene moiety, and ring CY
1 may be an imidazole group, a triazole group, a benzimidazole group, a naphthoimidazole
group, or an imidazopyridine group.
[0094] In one or more embodiments, ring CY
2 may be a benzene group, a pyridine group, a pyrimidine group, a naphthalene group,
a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group,
a dibenzosilole group, a naphthobenzofuran group, a naphthobenzothiophene group, a
benzocarbazole group, a benzofluorene group, a naphthobenzosilole group, a dinaphthofuran
group, a dinaphthothiophene group, a dibenzocarbazole group, a dibenzofluorene group,
a dinaphthosilole group, an azadibenzofuran group, an azadibenzothiophene group, an
azacarbazole group, an azafluorene group, an azadibenzosilole group, an azanaphthobenzofuran
group, an azanaphthobenzothiophene group, an azabenzocarbazole group, an azabenzofluorene
group, an azanaphthobenzosilole group, an azadinaphthofuran group, an azadinaphthothiophene
group, an azadibenzocarbazole group, an azadibenzofluorene group, or an azadinaphthosilole
group.
[0095] In one or more embodiments, ring CY
2 may be a benzene group, a pyridine group, a pyrimidine group, a naphthalene group,
a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group,
or a dibenzosilole group.
[0096] In one or more embodiments, ring CY
31 to ring CY
33 may each independently be a benzene group, a pyridine group, a pyrimidine group,
a naphthalene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group,
a fluorene group, or a dibenzosilole group.
[0097] In one or more embodiments, ring CY
4 may be a nitrogen-containing C
1-C
60 heterocyclic group.
[0098] In one or more embodiments, ring CY
4 may be a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group,
a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a
quinazoline group, a phenanthroline group, a pyrrole group, a pyrazole group, an imidazole
group, a triazole group, a benzopyrazole group, a benzimidazole group, or a benzothiazole
group.
[0099] L
1, L
2, L
31, and L
32 in Formula 1 are each independently a single bond, *-C(R
1a)(R
1b)-*', *-C(R
1a)=*', *=C(R
1a)-*', *-C(R
1a)=C(R
1b)-*', *-C(=O)-*', *-C(=S)-*', *-C=C-*', *-B(R
1a)-*', *-N(R
1a)-*', *-O-*', *-P(R
1a)-*', *-Al(R
1a)-*, *-Si(R
1a)(R
1b)-*', *-P(=O)(R
1a)-*', *-S-*', *-S(=O)-*', *-S(=O)
2-*', *-Ge(R
1a)(R
1b)-*', a C
5-C
30 carbocyclic group unsubstituted or substituted with at least one R
10a, or a C
1-C
30 heterocyclic group unsubstituted or substituted with at least one R
10a, and * and *' each indicate a binding site to a neighboring atom.
[0100] R
10a may be the same as described herein.
[0101] n1, n2, n31, and n32 in Formula 1 represent the number of L
1, the number of L
2, the number of L
31, and the number of L
32, respectively, and are each independently an integer from 1 to 10. When n1 is 2 or
more, two or more of L
1(s) may be the same or different from each other, when n2 is 2 or more, two or more
of L
2(s) may be the same or different from each other, when n31 is 2 or more, two or more
of L
31(s) may be the same as or different from each other, and when n32 is 2 or more, two
or more of L
32(s) may be the same or different from each other.
[0102] R
1a and R
1b in Formula 1 are each independently hydrogen, deuterium, -F, - Cl, -Br, -I, a hydroxyl
group, a cyano group, a nitro group, a C
1-C
60 alkyl group unsubstituted or substituted with at least one R
10a, a C
2-C
60 alkenyl group unsubstituted or substituted with at least one R
10a, a C
2-C
60 alkynyl group unsubstituted or substituted with at least one R
10a, a C
1-C
60 alkoxy group unsubstituted or substituted with at least one R
10a, a C
1-C
60 alkylthio group unsubstituted or substituted with at least one R
10a, a C
3-C
60 carbocyclic group unsubstituted or substituted with at least one R
10a, a C
1-C
60 heterocyclic group unsubstituted or substituted with at least one R
10a, a C
6-C
60 aryloxy group unsubstituted or substituted with at least one R
10a, a C
6-C
60 arylthio group unsubstituted or substituted with at least one R
10a, -C(Q
1)(Q
2)(Q
3), -Si(Q
1)(Q
2)(Q
3), - N(Q
1)(Q
2), -B(Q
1)(Q
2), -C(=O)(Q
1), -S(=O)
2(Q
1), or -P(=O)(Q
1)(Q
2).
[0103] R
10a and Q
1 to Q
3 may each be the same as described herein.
[0104] In one or more embodiments, R
1a and R
1b may optionally be bound to each other to form a C
3-C
60 carbocyclic group unsubstituted or substituted with at least one R
10a or a C
1-C
60 heterocyclic group unsubstituted or substituted with at least one R
10a.
[0105] In one or more embodiments, L
1 and L
31 may each be a single bond.
[0106] In one or more embodiments, L
2 may be *-O-*' or *-S-*', and n2 may be 1.
[0107] In one or more embodiments, L
1 and L
31 may each be a single bond, L
2 may be *-O-*' or *-S-*', and n2 may be 1.
[0108] In one or more embodiments, *-(L
32)n
32-*' may form a ring having 8 or more ring-forming atoms (e.g., *-(L
32)
n32-*', *-(L
31)
n31-*', ring CY
4, ring CY
32, and two nitrogen atoms in Formula 1 may form a ring having 8 or more ring-forming
atoms).
[0109] In one or more embodiments, L
32 may be: a single bond, *-C(R
1a)(R
1b)-*', *-C(R
1a)=*', *=C(R
1a)-*', *-C(R
1a)=C(R
1b)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R
1a)-*', *-N(R
1a)-*', *-O-*', *-P(R
1a)-*', *-Al(R
1a)-*, *-Si(R
1a)(R
1b)-*', *-P(=O)(R
1a)-*', *-S-*', *-S(=O)-*', *-S(=O)
2-*', or *-Ge(R
1a)(R
1b)-*';
a phenylene group, a naphthylene group, a fluorenylene group, a phenanthrenylene group,
an anthracenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene
group, a pyrrolylene group, a thiophenylene group, a furanylene group, an imidazolylene
group, a pyridinylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene
group, an indolylene group, a quinolinylene group, an isoquinolinylene group, a benzoquinolinylene
group, a phenanthridinylene group, an acridinylene group, a phenanthrolinylene group,
a benzofuranylene group, a benzothiophenylene group, a triazonylene group, a tetrazolylene
group, a triazinylene group, a dibenzofuranylene group, or a dibenzothiophenylene
group; or
a phenylene group, a naphthylene group, a fluorenylene group, a phenanthrenylene group,
an anthracenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene
group, a pyrrolylene group, a thiophenylene group, a furanylene group, an imidazolylene
group, a pyridinylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene
group, an indolylene group, a quinolinylene group, an isoquinolinylene group, a benzoquinolinylene
group, a phenanthridinylene group, an acridinylene group, a phenanthrolinylene group,
a benzofuranylene group, a benzothiophenylene group, a triazonylene group, a tetrazolylene
group, a triazinylene group, a dibenzofuranylene group, or a dibenzothiophenylene
group, each unsubstituted or substituted with at least one selected from among deuterium,
-F, -Cl, - Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group,
an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or
salt thereof, a sulfonic acid group or salt thereof, a phosphoric acid group or salt
thereof, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl
group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl
group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a perylenyl group,
a pentaphenyl group, a hexacenyl group, a pentacenyl group, a pyrrolyl group, a thiophenyl
group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group,
an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group,
a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an
indazolyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a
benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl
group, a quinazolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl
group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl
group, a benzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl
group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl
group, and a dibenzocarbazolyl group.
[0110] In one or more embodiments, L
32 may be a single bond, *-C(R
1a)(R
1b)-*', *-C(R
1a)=*', *=C(R
1a)-*', *-C(R
1a)=C(R
1b)-*', or *-Si(R
1a)(R
1b)-*', or
a phenylene group or a naphthylene group, each unsubstituted or substituted with at
least one of deuterium, a C
1-C
20 alkyl group, a C
1-C
20 alkoxy group, a phenyl group, or a naphthyl group.
[0111] In one or more embodiments, n32 may be an integer from 1 to 5.
[0112] In one or more embodiments, L
32 may be selected from Formulae L(1) to L(13):

wherein, in Formulae L(1) to L(13),
R1a and R1b are each the same as described herein,
RL1 to RL6 may each be the same as described with respect to R10a, and
* and *' each indicate a binding site to a neighboring atom.
[0113] In one or more embodiments, R
1a and R
1b may each independently be:
hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group,
a C1-C20 alkyl group, or a C1-C20 alkoxy group;
a C1-C20 alkyl group or a C1-C20 alkoxy group, each substituted with deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a hydroxyl group, a cyano group, a nitro group, a C1-C10 alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl
group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl
group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group,
a naphthyl group, a pyridinyl group, a pyrimidinyl group, or any combination thereof;
a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group,
an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group,
a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a (C1-C10 alkyl)phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an
anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group,
a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl
group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group,
an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a
pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl
group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl
group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl
group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzothiazolyl
group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl
group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl
group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl
group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl
group, an azafluorenyl group, or an azadibenzosilolyl group, each unsubstituted or
substituted with deuterium, -F, -Cl, -Br, - I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a hydroxyl group, a cyano group, a nitro group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl
group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl
group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group,
a (C1-C10 alkyl)phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an
anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group,
a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl
group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group,
an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a
pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl
group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl
group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl
group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzoisothiazolyl
group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl
group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl
group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl
group, -O(Q31), -S(Q31), -Si(Q31)(Q32)(Q33), -N(Q31)(Q32), -B(Q31)(Q32), -P(Q31)(Q32), - C(=O)(Q31), -S(=O)2(Q31), -P(=O)(Q31)(Q32), or any combination thereof; or
-C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), - S(=O)2(Q1), or -P(=O)(Q1)(Q2), wherein
Q1 to Q3 and Q31 to Q33 may each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group;
a cyano group; a nitro group; a C1-C60 alkyl group; a C2-C60 alkenyl group; a C2-C60 alkynyl group; a C1-C60 alkoxy group; or a C3-C60 carbocyclic group or a C1-C60 heterocyclic group, each unsubstituted or substituted with deuterium, -F, a cyano
group, a C1-C60 alkyl group, a C1-C60 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof.
[0114] R
1, R
2, R
31 to R
33, and R
4 in Formula 1 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl
group, a cyano group, a nitro group, a C
1-C
60 alkyl group unsubstituted or substituted with at least one R
10a, a C
2-C
60 alkenyl group unsubstituted or substituted with at least one R
10a, a C
2-C
60 alkynyl group unsubstituted or substituted with at least one R
10a, a C
1-C
60 alkoxy group unsubstituted or substituted with at least one R
10a, a C
1-C
60 alkylthio group unsubstituted or substituted with at least one R
10a, a C
3-C
60 carbocyclic group unsubstituted or substituted with at least one R
10a, a C
1-C
60 heterocyclic group unsubstituted or substituted with at least one R
10a, a C
6-C
60 aryloxy group unsubstituted or substituted with at least one R
10a, a C
6-C
60 arylthio group unsubstituted or substituted with at least one R
10a, -C(Q
1)(Q
2)(Q
3), -Si(Q
1)(Q
2)(Q
3), - N(Q
1)(Q
2), -B(Q
1)(Q
2), -C(=O)(Q
1), -S(=O)
2(Q
1), or -P(=O)(Q
1)(Q
2).
[0115] R
10a and Q
1 to Q
3 may each be the same as described herein.
[0116] a1, a2, a31 to a33, and a4 in Formula 1 represent the number of R
1, the number of R
2, the number of R
31 to the number of R
33, and the number of R
4, respectively, and are each independently an integer from 1 to 20. When a1 is 2 or
more, two or more of R1(s) may be the same or different from each other, when a2 is
2 or more, two or more of R2(s) may be the same or different from each other, and
when a31 is 2 or more, two or more of R31(s) may be the same or different from each
other, when a32 is 2 or more, two or more of R32(s) may be the same or different from
each other, when a33 is 2 or more, two or more of R33(s) may be the same or different
from each other, and when a4 is 2 or more, two or more of R4(s) may be the same or
different from each other.
[0117] In one or more embodiments, R
1, R
2, R
31 to R
33, and R
4 may each independently be:
hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group,
a C1-C20 alkyl group, or a C1-C20 alkoxy group;
a C1-C20 alkyl group or a C1-C20 alkoxy group, each substituted with deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a hydroxyl group, a cyano group, a nitro group, a C1-C10 alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl
group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl
group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group,
a naphthyl group, a pyridinyl group, a pyrimidinyl group, or any combination thereof;
a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group,
an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group,
a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a (C1-C10 alkyl)phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an
anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group,
a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl
group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group,
an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a
pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl
group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl
group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl
group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzothiazolyl
group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl
group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl
group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl
group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl
group, an azafluorenyl group, or an azadibenzosilolyl group, each unsubstituted or
substituted with deuterium, -F, -Cl, -Br, - I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a hydroxyl group, a cyano group, a nitro group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl
group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl
group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group,
a (C1-C10 alkyl)phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an
anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group,
a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl
group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group,
an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a
pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl
group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl
group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl
group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzothiazolyl
group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl
group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl
group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl
group, -O(Q31), -S(Q31), -Si(Q31)(Q32)(Q33), -N(Q31)(Q32), -B(Q31)(Q32), -P(Q31)(Q32), - C(=O)(Q31), -S(=O)2(Q31), -P(=O)(Q31)(Q32), or any combination thereof; or
-C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), - S(=O)2(Q1), or -P(=O)(Q1)(Q2),
Q1 to Q3 and Q31 to Q33 may each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group;
a cyano group; a nitro group; a C1-C60 alkyl group; a C2-C60 alkenyl group; a C2-C60 alkynyl group; a C1-C60 alkoxy group; or a C3-C60 carbocyclic group or a C1-C60 heterocyclic group, each unsubstituted or substituted with deuterium, -F, a cyano
group, a C1-C60 alkyl group, a C1-C60 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof.
[0118] In one or more embodiments, R
1, R
2, R
31 to R
33, and R
4 may each independently be:
hydrogen, deuterium, -F, a C1-C20 alkyl group, or a C1-C20 alkoxy group;
a C1-C20 alkyl group or a C1-C20 alkoxy group, each substituted with deuterium, -F, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a C1-C10 alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl
group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a phenyl group,
a naphthyl group, a pyridinyl group, a pyrimidinyl group, or any combination thereof;
a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group,
a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a (C1-C10 alkyl)phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an
anthracenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl
group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group,
a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl
group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a benzimidazolyl
group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl
group, each unsubstituted or substituted with deuterium, -F, -CD3, - CD2H, -CDH2, -CF3, -CF2H, -CFH2, a C1-C20 alkyl group, a C1-C20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl
group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group,
a (C1-C10 alkyl)phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an
anthracenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl
group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group,
a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl
group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a benzimidazolyl
group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl
group, -O(Q31), -S(Q31), -Si(Q31)(Q32)(Q33), -N(Q31)(Q32), or any combination thereof; or
-C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2),
wherein Q1 to Q3 and Q31 to Q33 may each independently be: hydrogen; deuterium; -F; a C1-C60 alkyl group; a C2-C60 alkenyl group; a C2-C60 alkynyl group; a C1-C60 alkoxy group; or a C3-C60 carbocyclic group or a C1-C60 heterocyclic group, each unsubstituted or substituted with deuterium, -F, a C1-C60 alkyl group, a C1-C60 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof.
[0119] In one or more embodiments, R
1, R
2, R
31 to R
33, and R
4 may each independently be:
hydrogen, deuterium, or a C1-C20 alkyl group;
a C1-C20 alkyl group, substituted with deuterium, -CD3, -CD2H, -CDH2, a C1-C10 alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl
group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group,
a naphthyl group, or any combination thereof;
a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group,
a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a (C1-C10 alkyl)phenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium,
-CD3, -CD2H, -CDH2, a C1-C20 alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl
group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group,
a (C1-C10 alkyl)phenyl group, a naphthyl group, -Si(Q31)(Q32)(Q33), or any combination thereof, or
-C(Q1)(Q2)(Q3), or-Si(Q1)(Q2)(Q3),
wherein Q1 to Q3 and Q31 to Q33 may each independently be: hydrogen; deuterium; a C1-C60 alkyl group; a C2-C60 alkenyl group; a C2-C60 alkynyl group; or a C3-C60 carbocyclic group unsubstituted or substituted with deuterium, a C1-C60 alkyl group, a phenyl group, a biphenyl group, or any combination thereof.
[0120] In one or more embodiments, two or more adjacent groups selected from among a1 R
1(s), a2 R
2(s), a31 R
31(s), a32 R
32(s), a33 R
33(s), a4 R
4(s), R
1a, and R
1b may optionally be combined with each other to form a C
3-C
60 carbocyclic group unsubstituted or substituted with at least one R
10a or a C
1-C
60 heterocyclic group unsubstituted or substituted with at least one R
10a
[0121] R
10a may be the same as described herein.
[0122] In one or more embodiments, at least one of R
1(s) may be a group represented by Formula S1:

wherein, in Formula S1,
R111 to R113 may each be the same as described with respect to R1 in the present disclosure,
a111 may be an integer from 1 to 5,
a112 may be an integer from 1 to 3,
a113 may be an integer from 1 to 5, and
* is the binding site with an adjacent atom.
[0123] In one or more embodiments, two or more adjacent groups selected from among a111
R
111(s), a112 R
112(s), and a113 R
113(s) may optionally be bound to form a C
3-C
60 carbocyclic group unsubstituted or substituted with at least one R
10a or a C
1-C
60 heterocyclic group unsubstituted or substituted with at least one R
10a.
[0124] R
10a may be the same as described herein.
[0125] In one or more embodiments, a group represented by

in Formula 1 may be a group represented by one selected from among CY1(1) to CY1(11):

wherein, in Formulae CY1(1) to CY1(11),
R11 to R17 may each be the same as described with respect to R1,
* indicates a binding site to M in Formula 1, and
*' indicates a binding site to L1 in Formula 1.
[0126] In one or more embodiments, a group represented by

in Formula 1 may be a group represented by one selected from among Formulae CY2(1)
to CY2(13) :

wherein, in Formulae CY2(1) to CY2(13),
T21 may be B(Y21), C(Y21)(Y22), N(Y21), O, S, or Si(Y21)(Y22),
T22 may be C(Y21), N, or Si(Y21),
R21 to R26, Y21, and Y22 may each be the same as described with respect to R2,
* indicates a binding site to M in Formula 1,
*' indicates a binding site to L1 in Formula 1,
*" indicates a binding site to L2 in Formula 1.
[0127] In one or more embodiments, a group represented by

in Formula 1 may be a group represented by one selected from among Formulae CY3(1)
to CY3(16):

wherein, in Formulae CY3(1) to CY3(16),
R311 to R314 may each be the same as described with respect to R31,
R321 to R324 may each be the same as described with respect to R32,
R331 to R336 may each be the same as described with respect to R33,
* indicates a binding site to M in Formula 1,
*" indicates a binding site to L2 in Formula 1,
*‴ indicates a binding site to L31 in Formula 1, and
*ʺʺ indicates a binding site to L32 in Formula 1.
[0128] In one or more embodiments, a group represented by

in Formula 1 may be a group represented by one selected from among Formulae CY4(1)
to CY4(18):

wherein, in Formulae CY4(1) to CY4(18),
R41 to R47 may each be the same as described with respect to R4,
* indicates a binding site to M in Formula 1,
*‴ indicates a binding site to L31 in Formula 1, and
*ʺʺ indicates a binding site to L32 in Formula 1.
[0129] In one or more embodiments, the organometallic compound represented by Formula 1
may be an organometallic compound represented by Formula 1A(1) or Formula 1A(2):

wherein, in Formulae 1A(1) and 1A(2),
M, X1 to X4, CY1, CY2, CY31 to CY33, CY4, L1, L2, L31, n1, n2, n31, R1, R2, R31 to R33, R4, a1, a2, a31 to a33, and a4 may each independently be the same as described herein,
T31 to T33 may each be the same as described with respect to L32,
b31 to b33 may each independently be an integer from 0 to 3,
ring CY34 and ring CY35 may each independently be a C5-C30 carbocyclic group or a C1-C30 heterocyclic group, and
R34 and R35 may each be the same as described with respect to R10a. a34 and a35 may each independently be an integer from 1 to 20.
[0130] In one or more embodiments, the organometallic compound represented by Formula 1
may be an organometallic compound represented by Formula 1B(1) or Formula 1B(2):

wherein, in Formula 1B(1) and Formula 1B(2),
M and L2 are each the same as described herein, and
T31 to T33 may each be the same as described with respect to L32,
X11 may be C(R11) or N, X12 may be C(R12) or N, X13 may be C(R13) or N, and X14 may be C(R14) or N,
X21 may be C(R21) or N, X22 may be C(R22) or N, and X23 may be C(R23) or N,
X311 may be C(R311) or N, X312 may be C(R312) or N, X321 may be C(R321) or N, X322 may be C(R322) or N, X331 may be C(R331) or N, X332 may be C(R332) or N, X333 may be C(R333) or N, X334 may be C(R334) or N, X341 may be C(R341) or N, X342 may be C(R342) or N, X343 may be C(R343) or N, X344 may be C(R344) or N, X351 may be C(R351) or N, X352 may be C(R352) or N, X353 may be C(R353) or N, and X354 may be C(R354) or N,
X41 may be C(R41) or N, X42 may be C(R42) or N, and X43 may be C(R43) or N,
R11 to R15 may each be the same as described with respect to R1,
R21 to R23 may each be the same as described with respect to R2,
R311 and R312 may each be the same as described with respect to R31,
R321 and R322 may each be the same as described with respect to R32,
R331 to R334 may each be the same as described with respect to R33,
R341 to R344, and R351 to R354 may each be the same as described with respect to R10a,
R41 to R43 may each be the same as described with respect to R4, and
two or more adjacent groups selected from among R11 to R15, R21 to R23, R311, R312, R321, R322, R331 to R334, R341 to R344, R351 to R354, R41 to R43, R1a, and R1b may optionally be bound to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a.
[0131] The organometallic compound represented by Formula 1 includes an indolocarbazole-based
moiety formed by ring CY
31 to ring CY
33 within the molecule. Accordingly, intramolecular charge transfer may be facilitated,
and thus when the organometallic compound is utilized in a light-emitting device,
the driving voltage of the light-emitting device may be decreased. In one or more
embodiments, in the organometallic compound represented by Formula 1, an indolocarbazole-based
moiety formed by ring CY
31 to ring CY
33 may form a ring together with ring CY
4 by linker L
31 and linker L
32, thereby increasing molecular rigidity and decreasing molecular vibration, which
increases an energy gap between a molecular emission energy level (for example, T
1 energy level) and a molecular quenching energy level (for example,
3MC energy level) of the organometallic compound; as a result, the photoluminescence
quantum yield (PLQY) and molecular stability of the organometallic compound increases.
Therefore, by utilizing the organic metal compound represented by Formula 1, an electronic
device (for example, an organic light-emitting device) with reduced driving voltage,
improved color purity and efficiency, and increased lifespan may be implemented.
Description of other formulae
[0132]

[0133] L
51 to L
53 in Formula 2 may each independently be a single bond, a C
3-C
60 carbocyclic group unsubstituted or substituted with at least one R
10a, or a C
1-C
60 heterocyclic group unsubstituted or substituted with at least one R
10a.
[0134] b51 to b53 in Formula 2 indicate the number of L
51 to the number of L
53, respectively, and may each be an integer from 1 to 5. When b51 is 2 or more, two
or more of L
51(s) may be identical to or different from each other, when b52 is 2 or more, two or
more of L
52(s) may be identical to or different from each other, and when b53 is 2 or more, two
or more of L
53(s) may be identical to or different from each other. In some embodiments, b51 to
b53 may each independently be 1 or 2.
[0135] In one or more embodiments, L
51 to L
53 in Formula 2 may each independently be:
a single bond; or
a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a
triphenylene group, a pyrene group, a chrysene group, a cyclopentadiene group, a furan
group, a thiophene group, a silole group, an indene group, a fluorene group, an indole
group, a carbazole group, a benzofuran group, a dibenzofuran group, a benzothiophene
group, a dibenzothiophene group, a benzosilole group, a dibenzosilole group, an azafluorene
group, an azacarbazole group, an azadibenzofuran group, an azadibenzothiophene group,
an azadibenzosilole group, a pyridine group, a pyrimidine group, a pyrazine group,
a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a
quinoxaline group, a quinazoline group, a phenanthroline group, a pyrrole group, a
pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole
group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole
group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzothiazole
group, a benzoxadiazole group, a benzothiadiazole group, a dibenzoxasiline group,
a dibenzothiasiline group, a dibenzodihydroazasiline group, a dibenzodihydrodisiline
group, a dibenzodihydrosiline group, a dibenzodioxane group, a dibenzoxathiene group,
a dibenzoxazine group, a dibenzopyran group, a dibenzodithiin group, a dibenzothiazine
group, a dibenzothiopyran group, a dibenzocyclohexadiene group, a dibenzodihydropyridine
group, or a dibenzodihydropyrazine group, each unsubstituted or substituted with deuterium,
-F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl
group, a triazinyl group, a fluorenyl group, a dimethylfluorenyl group, a diphenylfluorenyl
group, a carbazolyl group, a phenylcarbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl
group, a dibenzosilolyl group, a dimethyldibenzosilolyl group, a diphenyldibenzosilolyl
group, -O(Q31), -S(Q31), -Si(Q31)(Q32)(Q33), -N(Q31)(Q32), -B(Q31)(Q32), -P(Q31)(Q32), -C(=O)(Q31), -S(=O)2(Q31), -P(=O)(Q31)(Q32), or any combination thereof,
wherein Q31 to Q33 may each independently be hydrogen, deuterium, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a pyridinyl group,
a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, or a triazinyl group.
[0136] In one or more embodiments, in Formula 2, a bond between L
51 and R
51, a bond between L
52 and R
52, a bond between L
53 and R
53, a bond between two L
51 (s), a bond between two L
52(s), a bond between two L
53(s), a bond between L
51 and carbon between X
54 and X
55 in Formula 2, a bond between L
52 and carbon between X
54 and X
56 in Formula 2, and a bond between L
53 and carbon between X
55 and X
56 in Formula 2 may each be a "carbon-carbon single bond."
[0137] In Formula 2, X
54 may be N or C(R
54), X
55 may be N or C(R
55), X
56 may be N or C(R
56), and at least one selected from among X
54 to X
56 may be N. R
54 to R
56 may each independently be the same as described herein. In one or more embodiments,
two or three selected from among X
54 to X
56 may be N.
[0138] R
51 to R
56 in Formula 2 may each independently be hydrogen, deuterium, -F, - Cl, -Br, -I, a
hydroxyl group, a cyano group, a nitro group, a C
1-C
60 alkyl group unsubstituted or substituted with at least one R
10a, a C
2-C
60 alkenyl group unsubstituted or substituted with at least one R
10a, a C
2-C
60 alkynyl group unsubstituted or substituted with at least one R
10a, a C
1-C
60 alkoxy group unsubstituted or substituted with at least one R
10a, a C
3-C
60 carbocyclic group unsubstituted or substituted with at least one R
10a, a C
1-C
60 heterocyclic group unsubstituted or substituted with at least one R
10a, a C
6-C
60 aryloxy group unsubstituted or substituted with at least one R
10a, a C
6-C
60 arylthio group unsubstituted or substituted with at least one R
10a, a C
7-C
60 arylalkyl group unsubstituted or substituted with at least one R
10a, a C
2-C
60 heteroarylalkyl group unsubstituted or substituted with at least one R
10a, -C(Q
1)(Q
2)(Q
3), -Si(Q
1)(Q
2)(Q
3), - N(Q
1)(Q
2), -B(Q
1)(Q
2), -C(=O)(Q
1), -S(=O)
2(Q
1), or -P(=O)(Q
1)(Q
2). Q
1 to Q
3 may each be the same as described herein.
[0139] In one or more embodiments, R
51 to R
56 in Formula 2 may each independently be:
hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group,
a C1-C20 alkyl group, or a C1-C20 alkoxy group;
a C1-C20 alkyl group or a C1-C20 alkoxy group, each substituted with deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a hydroxyl group, a cyano group, a nitro group, a C1-C10 alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl
group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl
group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group,
a naphthyl group, a pyridinyl group, a pyrimidinyl group, or any combination thereof;
a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group,
an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group,
a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a (C1-C10 alkyl)phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an
anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group,
a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl
group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group,
an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a
pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl
group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl
group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl
group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzoisothiazolyl
group, a benzoxazolyl group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl
group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl
group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group,
an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an
azadibenzothiophenyl group, an azafluorenyl group, an azadibenzosilolyl group, or
a group represented by Formula 91, each unsubstituted or substituted with deuterium
-F,-Cl,-Br,-I,-CD3,-CD2H,-CDH2,-CF3,-CF2H,-CFH2, a hydroxyl group, a cyano group, a nitro group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl
group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl
group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group,
a (C1-C10 alkyl)phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an
anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group,
a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl
group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group,
an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a
pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl
group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl
group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl
group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzothiazolyl
group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl
group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl
group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl
group, -O (Q31), -S(Q31), -Si(Q31)(Q32)(Q33), -N(Q31)(Q32), -B(Q31)(Q32),-P(Q31)(Q32), -C(=O)(Q31), - S(=O)2(Q31), -P(=O)(Q31)(Q32), or any combination thereof; or
-C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), - S(=O)2(Q1), or -P(=O)(Q1)(Q2),
wherein Q1 to Q3 and Q31 to Q33 may each independently be:
-CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, - CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; or
an n-propyl group, an iso-propyl group, an n-butyl group, an isobutyl group, a sec-butyl
group, a tert-butyl group, an n-pentyl group, an isopentyl group, a sec-pentyl group,
a tert-pentyl group, a phenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl
group, a pyridazinyl group, a pyrazinyl group, or a triazinyl group, each unsubstituted
or substituted with deuterium, a C1-C10 alkyl group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group,
a pyridazinyl group, a pyrazinyl group, a triazinyl group, or any combination thereof:

wherein, in Formula 91,
ring CY91 and ring CY92 may each independently be a C5-C30 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C30 heterocyclic group unsubstituted or substituted with at least one R10a,
X91 may be a single bond, O, S, N(R91), B(R91), C(R91a)(R91b), or Si(R91a)(R91b),
R91, R91a, and R91b may be the same as described with respect to R82, R82a, and R82b, respectively,
R10a may be the same as described herein, and
* indicates a binding site to a neighboring atom.
[0140] For example, in one or more embodiments, in Formula 91,
ring CY91 and ring CY92 may each independently be a benzene group, a pyridine group, a pyrimidine group,
a pyrazine group, a pyridazine group, or a triazine group, each unsubstituted or substituted
with at least one R10a,
R91, R91a, and R91b may each independently be:
hydrogen or a C1-C10 alkyl group; or
a phenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl
group, or a triazinyl group, each unsubstituted or substituted with deuterium, a C1-C10 alkyl group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group,
a pyridazinyl group, a pyrazinyl group, a triazinyl group, or any combination thereof.
[0141] In one or more embodiments, a group represented by *-(L
51)
b51-R
51 and a group represented by *-(L
52)
b52-R
52 in Formula 2 may each not be a phenyl group.
[0142] In one or more embodiments, a group represented by *-(L
51)
b51-R
51 and a group represented by *-(L
52)
b52-R
52 in Formula 2 may be identical to each other.
[0143] In one or more embodiments, a group represented by *-(L
51)
b51-R
51 and a group represented by *-(L
52)
b52-R
52 in Formula 2 may be different from each other.
[0144] In one or more embodiments, b51 and b52 in Formula 2 may each be 1, 2, or 3, and
L
51 and L
52 may each independently be a benzene group, a pyridine group, a pyrimidine group,
a pyridazine group, a pyrazine group, or a triazine group, each unsubstituted or substituted
with at least one R
10a.
[0145] In one or more embodiments, R
51 and R
52 in Formula 2 may each independently be a C
3-C
60 carbocyclic group unsubstituted or substituted with at least one R
10a, a C
1-C
60 heterocyclic group unsubstituted or substituted with at least one R
10a, a C
6-C
60 aryloxy group unsubstituted or substituted with at least one R
10a, a C
6-C
60 arylthio group unsubstituted or substituted with at least one R
10a, -C(Q
1)(Q
2)(Q
3), or - Si(Q
1)(Q
2)(Q
3), and
Q
1 to Q
3 may each independently be a C
3-C
60 carbocyclic group or a C
1-C
60 heterocyclic group, each unsubstituted or substituted with deuterium, -F, a cyano
group, a C
1-C
60 alkyl group, a C
1-C
60 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof.
[0146] In one or more embodiments,
a group represented by *-(L51)b51-R51 in Formula 2 may be a group represented by one selected from among Formulae CY51-1
to CY51-26, and/or
a group represented by *-(L52)b52-R52 in Formula 2 may be a group represented by one selected from among Formulae CY52-1
to CY52-26, and/or
a group represented by *-(L53)b53-R53 in Formula 2 may be a group represented by one selected from among Formulae CY53-1
to CY53-27, - C(Q1)(Q2)(Q3), or -Si(Q1)(Q2)(Q3):
















wherein, in Formulae CY51-1 to CY51-26, CY52-1 to CY52-26, and CY53-1 to CY53-27,
Y63 may be a single bond, O, S, N(R63), B(R63), C(R63a)(R63b), or Si(R63a)(R63b),
Y64 may be a single bond, O, S, N(R64), B(R64), C(R64a)(R64b), or Si(R64a)(R64b),
Y67 may be a single bond, O, S, N(R67), B(R67), C(R67a)(R67b), or Si(R67a)(R67b),
Y68 may be a single bond, O, S, N(R68), B(R68), C(R68a)(R68b), or Si(R68a)(R68b),
each of Y63 and Y64 in Formulae CY51-16 and CY51-17 may not be a single bond at the same time,
each of Y67 and Y68 in Formulae CY52-16 and CY52-17 may not be a single bond at the same time,
R51a to R51e, R61 to R64, R63a, R63b, R64a, and R64b may each be understood by referring to the description of R51, and R51a to R51e may not each be hydrogen,
R52a to R52e, R65 to R68, R67a, R67b, R68a, and R68b may each be understood by referring to the description of R52, and R52a to R52e may not each be hydrogen,
R53a to R53e, R69a, and R69b may each be understood by referring to the description of R53, and R53a to R53e may not each be hydrogen, and
* indicates a binding site to a neighboring atom.
[0147] For example, in one or more embodiments,
in Formulae CY51-1 to CY51-26 and Formulae CY52-1 to 52-26, R
51a to R
51e and R
52a to R
52e may each independently be:
a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group,
an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group,
a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a (C1-C10 alkyl)phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an
anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group,
a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl
group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group,
an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a
pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl
group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl
group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl
group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzoisothiazolyl
group, a benzoxazolyl group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl
group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl
group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group,
an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an
azadibenzothiophenyl group, an azafluorenyl group, an azadibenzosilolyl group, or
a group represented by Formula 91, each unsubstituted or substituted with deuterium,
-F, -Cl, -Br, -I, -CD3, - CD2H, -CDH2, -CF3, -CF2H, -CFH2, a hydroxyl group, a cyano group, a nitro group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl
group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl
group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group,
a (C1-C10 alkyl)phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an
anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group,
a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl
group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group,
an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a
pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl
group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl
group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl
group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzoisothiazolyl
group, a benzoxazolyl group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl
group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl
group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group,
an imidazopyrimidinyl group, or any combination thereof; or
-C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3),
wherein Q1 to Q3 may each independently be a phenyl group, a naphthyl group, a pyridinyl group, a
pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, or a triazinyl group, each
unsubstituted or substituted with deuterium, a C1-C10 alkyl group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group,
a pyridazinyl group, a pyrazinyl group, a triazinyl group, or any combination thereof,
in Formulae CY51-16 and CY51-17, i) Y63 may be O or S and Y64 may be Si(R64a)(R64b), or ii) Y63 may be Si(R63a)(R63b) and Y64 may be O or S, and
in Formulae CY52-16 and CY52-17, i) Y67 may be O or S, and Y68 may be Si(R68a)(R68b), or ii) Y67 may be Si(R67a)(R67b), and Y68 may be O or S.

wherein ring CY71 and ring CY72 in Formula 3 may each independently be a π electron-rich C3-C60 cyclic group or a pyridine group.
X71 in Formula 3 may be a single bond or a linking group including O, S, N, B, C, Si,
or any combination thereof.
* in Formula 3 indicates a binding site to any atom included in the remaining part
other than the group represented by Formula 3 in the third compound.







Ring CY71 to ring CY74 in Formulae 3-1 to 3-5 may each independently be a π electron-rich
C3-C60 cyclic group or a pyridine group.
X82 in Formulae 3-1 to 3-5 may be a single bond, O, S, N[(L82)b82-R82], C(R82a)(R82b), or Si(R82a)(R82b).
X83 in Formulae 3-1 to 3-5 may be a single bond, O, S, N[(L83)b83-R83], C(R83a)(R83b), or Si(R83a)(R83b).
X84 in Formulae 3-1 to 3-5 may be O, S, N[(L84)b84-R84], C(R84a)(R84b), or Si(R84a)(R84b).
X85 in Formulae 3-1 to 3-5 may be C or Si.
L81 to L85 in Formulae 3-1 to 3-5 may each independently be a single bond, *-C(Q4)(Q5)-*', *-Si(Q4)(Q5)-*', a π electron-rich C3-C60 cyclic group that is unsubstituted or substituted with at least one R10a, or a pyridine group that is unsubstituted or substituted with at least one R10a.
Q4 and Q5 may each be the same as described with respect to Q1.
b81 to b85 in Formulae 3-1 to 3-5 may each independently be an integer from 1 to 5.
R71 to R74, R81 to R85, R82a, R82b, R83a, R83b, R84a, and R84b may each be the same as described herein.
a71 to a74 in Formulae 3-1 to 3-5 represents the number of R71 to the number of R74, respectively, and may each independently be an integer from 0 to 20. When a71 is
2 or more, two or more of R71(s) may be identical to or different from each other, when a72 is 2 or more, two or
more of R72(s) may be identical to or different from each other, when a73 is 2 or more, two or
more of R73(s) may be identical to or different from each other, and when a74 is 2 or more, two
or more of R74(s) may be identical to or different from each other. In some embodiments, a71 to
a74 may each independently be an integer from 0 to 8.
R10a may be the same as described herein.
[0148] In one or more embodiments, in Formulae 3-1 to 3-5, L
81 to L
85 may each independently be:
a single bond; or
*-C(Q4)(Q5)-*' or *-Si(Q4)(Q5)-*'; or
a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a
triphenylene group, a pyrene group, a chrysene group, a cyclopentadiene group, a furan
group, a thiophene group, a silole group, an indene group, a fluorene group, an indole
group, a carbazole group, a benzofuran group, a dibenzofuran group, a benzothiophene
group, a dibenzothiophene group, a benzosilole group, a dibenzosilole group, an azafluorene
group, an azacarbazole group, an azadibenzofuran group, an azadibenzothiophene group,
an azadibenzosilole group, a pyridine group, a pyrimidine group, a pyrazine group,
a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a
quinoxaline group, a quinazoline group, a phenanthroline group, a pyrrole group, a
pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole
group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole
group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzothiazole
group, a benzoxadiazole group, or a benzothiadiazole group, each unsubstituted or
substituted with deuterium, - F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a
nitro group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl
group, a triazinyl group, a fluorenyl group, a dimethylfluorenyl group, a diphenylfluorenyl
group, a carbazolyl group, a phenylcarbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl
group, a dibenzosilolyl group, a dimethyldibenzosilolyl group, a diphenyldibenzosilolyl
group, -O(Q31), -S(Q31), -Si(Q31)(Q32)(Q33), -N(Q31)(Q32), - B(Q31)(Q32), -P(Q31)(Q32), -C(=O)(Q31), -S(=O)2(Q31), -P(=O)(Q31)(Q32), or any combination thereof,
wherein Q4, Q5, and Q31 to Q33 may each independently be hydrogen, deuterium, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a pyridinyl group,
a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, or a triazinyl group.
[0149] In one or more embodiments, a group represented by

in Formulae 3-1 and 3-2 may be a group represented by one selected from among Formulae
CY71-1(1) to CY71-1(8), and/or
a group represented by

in Formulae 3-1 and 3-3 may be a group represented by one selected from among Formulae
CY71-2(1) to CY71-2(8), and/or
a group represented by

in Formulae 3-2 and 3-4 may be a group represented by one selected from among Formulae
CY71-3(1) to CY71-3(32), and/or
a group represented by

in Formulae 3-3 to 3-5 may be a group represented by one selected from among Formulae
CY71-4(1) to CY71-4(32), and/or
a group represented by

in Formula 3-5 may be a group represented by one selected from among Formulae CY71-5(1)
to CY71-5(8):






















wherein, in Formulae CY71-1(1) to CY71-1(8), CY71-2(1) to CY71-2(8), CY71-3(1) to
CY71-3(32), CY71-4(1) to CY71-4(32), and CY71-5(1) to CY71-5(8),
X81 to X85, L81, b81, R81, and R85 may each be the same as described herein,
X86 may be a single bond, O, S, N(R86), B(R86), C(R86a)(R86b), or Si(R86a)(R86b),
X87 may be a single bond, O, S, N(R87), B(R87), C(R87a)(R87b), or Si(R87a)(R87b),
in Formulae CY71-1(1) to CY71-1(8) and CY71-4(1) to CY71-4(32), each of X86 and X87 may not be a single bond at the same time,
X88 may be a single bond, O, S, N(R88), B(R88), C(R88a)(R88b), or Si(R88a)(R88b),
X89 may be a single bond, O, S, N(R89), B(R89), C(R89a)(R89b), or Si(R89a)(R89b),
each of X88 and X89 in Formulae CY71-2(1) to CY71-2(8), CY71-3(1) to CY71-3(32), and CY71-5(1) to CY71-5(8)
may not be a single bond at the same time, and
R86 to R89, R86a, R86b, R87a, R87b, R88a, R88b, R89a, and R89b may each be the same as described with respect to R81.


ring A501 to ring A504 in Formulae 502 and 503 may each independently be a C3-C60 carbocyclic group or a C1-C60 heterocyclic group.
[0150] Y
505 in Formulae 502 and 503 may be O, S, N(R
505), B(R
505), C(R
505a)(R
505b), or Si(R
505a)(R
505b).
[0151] Y
506 in Formulae 502 and 503 may be O, S, N(R
606), B(R
506), C(R
606a)(R
606b), or Si(R
506a)(R
506b).
[0152] Y
507 in Formula 503 may be O, S, N(R
507), B(R
507), C(R
507a)(R
507b), or Si(R507a)(R507b).
[0153] Y
508 in Formula 503 may be O, S, N(R
508), B(R
508), C(R
508a)(R
508b), or Si(R508a)(R508b).
[0154] Y
51 and Y
52 in Formulae 502 and 503 may each independently be B, P(=O), or S(=O).
[0155] R
500a, R
500b, R
501 to R
508, R
505a, R
505b, R
506a, R
506b, R
507a, R
507b, R
508a, and R
508b in Formulae 502 and 503 may be the same as described herein.
[0156] a501 to a504 in Formulae 502 and 503 each indicate the number of R
501 to the number of R
504, respectively, and may each independently be an integer from 0 to 20. When a501 may
be 2 or more, two or more of R
501(s) may be the same or different from each other, when a502 may be 2 or more, two
or more of R
502(s) may be the same or different from each other, when a503 may be 2 or more, two
or more of R
503(s) may be the same or different from each other, and when a504 may be 2 or more,
two or more of R
504(s) may be the same or different from each other. In some embodiments, a501 to a504
may each independently be an integer from 0 to 8.
[0157] R
51 to R
56, R
71 to R
74, R
81 to R
85, R
82a, R
82b, R
83a, R
83b, R
84a, R
84b, R
500a, R
500b, R
501 to R
508, R
505a, R
505b, R
506a, R
506b, R
507a, R
507b, R
508a, and R
508b in the present disclosure may each independently be hydrogen, deuterium, -F, -Cl,
-Br, -I, a hydroxyl group, a cyano group, a nitro group, a C
1-C
60 alkyl group unsubstituted or substituted with at least one R
10a, a C
2-C
60 alkenyl group unsubstituted or substituted with at least one R
10a, a C
2-C
60 alkynyl group unsubstituted or substituted with at least one R
10a, a C
1-C
60 alkoxy group unsubstituted or substituted with at least one R
10a, a C
3-C
60 carbocyclic group unsubstituted or substituted with at least one R
10a, a C
1-C
60 heterocyclic group unsubstituted or substituted with at least one R
10a, a C
6-C
60 aryloxy group unsubstituted or substituted with at least one R
10a, a C
6-C
60 arylthio group unsubstituted or substituted with at least one R
10a, a C
7-C
60 arylalkyl group unsubstituted or substituted with at least one R
10a, a C
2-C
60 heteroarylalkyl group unsubstituted or substituted with at least one R
10a, -C(Q
1)(Q
2)(Q
3), -Si(Q
1)(Q
2)(Q
3), - N(Q
1)(Q
2), -B(Q
1)(Q
2), -C(=O)(Q
1), -S(=O)
2(Q
1), or -P(=O)(Q
1)(Q
2). Q
1 to Q
3 may each be the same as described herein.
[0158] In one or more embodiments, i) R
51 to R
56, R
71 to R
74, R
81 to R
85, R
82a, R
82b, R
83a, R
83b, R
84a, and R
84b, R
500a, R
500b, R
501 to R
508, R
505a, R
505b, R
506a, R
506b, R
507a, R
507b, R
508a, and R
508b in Formulae 2, 3-1 to 3-5, 502, and 503, and ii) R
10a may each independently be:
hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group,
a C1-C20 alkyl group, or a C1-C20 alkoxy group;
a C1-C20 alkyl group or a C1-C20 alkoxy group, each substituted with deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a hydroxyl group, a cyano group, a nitro group, a C1-C10 alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl
group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl
group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group,
a naphthyl group, a pyridinyl group, a pyrimidinyl group, or any combination thereof;
a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group,
an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group,
a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a (C1-C10 alkyl)phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an
anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group,
a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl
group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group,
an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a
pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl
group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl
group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl
group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzoisothiazolyl
group, a benzoxazolyl group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl
group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl
group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group,
an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an
azadibenzothiophenyl group, an azafluorenyl group, an azadibenzosilolyl group, or
a group represented by Formula 91, each unsubstituted or substituted with deuterium
-F,-Cl,-Br,-I,-CD3,-CD2H,-CDH2,-CF3,-CF2H,-CFH2, a hydroxyl group, a cyano group, a nitro group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl
group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl
group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group,
a (C1-C10 alkyl)phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an
anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group,
a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl
group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group,
an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a
pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl
group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl
group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl
group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzothiazolyl
group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl
group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl
group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl
group, -O (Q31), -S(Q31), -Si(Q31)(Q32)(Q33), -N(Q31)(Q32), -B(Q31)(Q32),-P(Q31)(Q32), -C(=O)(Q31), - S(=O)2(Q31), -P(=O)(Q31)(Q32), or any combination thereof; or
-C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), - S(=O)2(Q1), or -P(=O)(Q1)(Q2),
wherein Q1 to Q3 and Q31 to Q33 may each independently be:
-CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, - CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; or
an n-propyl group, an iso-propyl group, an n-butyl group, an isobutyl group, a sec-butyl
group, a tert-butyl group, an n-pentyl group, an isopentyl group, a sec-pentyl group,
a tert-pentyl group, a phenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl
group, a pyridazinyl group, a pyrazinyl group, or a triazinyl group, each unsubstituted
or substituted with deuterium, a C1-C10 alkyl group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group,
a pyridazinyl group, a pyrazinyl group, a triazinyl group, or any combination thereof.
[0159] In one or more embodiments, i) R
1, R
2, R
31 to R
33, and R
4 in Formula 1, ii) R
51 to R
56, R
71 to R
74, R
81 to R
85, R
82a, R
82b, R
83a, R
83b, R
84a, and R
84b, R
500a, R
500b, R
501 to R
508, R
505a, R
505b, R
506a, R
506b, R
507a, R
507b, R
508a, and R
508b in Formulae 2, 3-1 to 3-5, 502, and 503, and iii) R
10a may each independently be:
hydrogen, deuterium, -F, a cyano group, a nitro group, -CH3, -CD3, -CD2H, - CDH2, -CF3, -CF2H, -CFH2;
a group represented by one selected from among Formulae 9-1 to 9-19; and
a group represented by one selected from among Formulae 10-1 to 10-246, - C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), or -P(=O)(Q1)( Q2) (Q1 to Q3 may each independently be the same as described herein):










































[0160] In Formulae 9-1 to 9-19 and 10-1 to 10-246, * indicates a binding site to a neighboring
atom, "Ph" represents a phenyl group, "D" represents deuterium, and "TMS" represents
a trimethylsilyl group.
Examples of compounds
[0165] In the compounds described above, Ph represents a phenyl group, D
5 represents substitution with five deuterium, and D
4 represents substitution with four deuterium. For example, a group represented by

may be identical to a group represented by

Description of FIG. 1
[0166] FIG. 1 is a schematic cross-sectional view of a light-emitting device 10 according
to one or more embodiments of the present disclosure. The light-emitting device 10
may include a first electrode 110, an interlayer 130, and a second electrode 150.
[0167] Hereinafter, the structure of the light-emitting device 10 according to one or more
embodiments and a method of manufacturing the light-emitting device 10 will be described
in more detail with reference to FIG. 1.
First electrode 110
[0168] In FIG. 1, in one or more embodiments, a substrate may be additionally provided and
arranged under the first electrode 110 and/or on the second electrode 150. In one
or more embodiments, as the substrate, a glass substrate or a plastic substrate may
be utilized. In one or more embodiments, the substrate may be a flexible substrate,
and may include plastics with excellent or suitable heat resistance and durability,
such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate,
polyarylate (PAR), polyetherimide, or any combination thereof.
[0169] The first electrode 110 may be formed by, for example, depositing or sputtering a
material for forming the first electrode 110 on the substrate. When the first electrode
110 is an anode, a material for forming the first electrode 110 may be a high-work
function material that facilitates injection of holes.
[0170] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode,
or a transmissive electrode. In one or more embodiments, when the first electrode
110 is a transmissive electrode, a material for forming the first electrode 110 may
include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO
2), zinc oxide (ZnO), or any combination thereof. In one or more embodiments, when
the first electrode 110 is a semi-transmissive electrode or a reflective electrode,
a material for forming the first electrode 110 may include magnesium (Mg), silver
(Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In),
magnesium-silver (Mg-Ag), or any combination thereof.
[0171] The first electrode 110 may have a single-layer structure including (e.g., consisting
of) a single layer or a multi-layer structure including multiple layers. For example,
in some embodiments, the first electrode 110 may have a three-layer structure of ITO/Ag/ITO.
Interlayer 130
[0172] The interlayer 130 may be arranged on the first electrode 110. The interlayer 130
may include the emission layer.
[0173] In one or more embodiments, the interlayer 130 may further include a hole transport
region arranged between the first electrode 110 and the emission layer, and an electron
transport region arranged between the emission layer and the second electrode 150.
[0174] In one or more embodiments, the interlayer 130 may further include, in addition to
one or more suitable organic materials, a metal-containing compound such as an organometallic
compound, for example, the organometallic compound represented by Formula, an inorganic
material such as quantum dots, and/or the like.
[0175] In one or more embodiments, the interlayer 130 may include, i) two or more emitting
units sequentially stacked between the first electrode 110 and the second electrode
150, and ii) a charge generation layer between the two or more emitting units. When
the interlayer 130 includes the two or more emitting units and the charge generation
layer, the light-emitting device 10 may be a tandem light-emitting device.
Hole transport region in interlayer 130
[0176] The hole transport region may have: i) a single-layer structure including (e.g.,
consisting of) a single layer including (e.g., consisting of) a single material, ii)
a single-layer structure including (e.g., consisting of) a single layer including
(e.g., consisting of) multiple materials that are different from each other, or iii)
a multi-layer structure including multiple layers including multiple materials that
are different from each other.
[0177] The hole transport region may include a hole injection layer, a hole transport layer,
an emission auxiliary layer, an electron-blocking layer, or any combination thereof.
[0178] For example, in some embodiments, the hole transport region may have a multi-layer
structure including a hole injection layer/hole transport layer structure, a hole
injection layer/hole transport layer/emission auxiliary layer structure, a hole injection
layer/emission auxiliary layer structure, a hole transport layer/emission auxiliary
layer structure, or a hole injection layer/hole transport layer/electron-blocking
layer structure, wherein constituent layers of each structure are stacked sequentially
from the first electrode 110 in the stated order.
[0179] In one or more embodiments, the hole transport region may include a compound represented
by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0180] In Formulae 201 and 202,
L201 to L204 may each independently be a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
L205 may be *-O-*', *-S-*', *-N(Q201)-*', a C1-C20 alkylene group unsubstituted or substituted with at least one R10a, a C2-C20 alkenylene group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
xa1 to xa4 may each independently be an integer from 0 to 5,
xa5 may be an integer from 1 to 10,
R201 to R204 and Q201 may each independently be a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
R201 and R202 may optionally be linked to each other via a single bond, a C1-Cs alkylene group unsubstituted or substituted with at least one R10a, or a C2-C6 alkenylene group unsubstituted or substituted with at least one R10a, to form a C8-C60 polycyclic group (for example, a carbazole group and/or the like) unsubstituted or
substituted with at least one R10a (for example, see Compound HT16),
R203 and R204 may optionally be linked to each other via a single bond, a C1-Cs alkylene group unsubstituted or substituted with at least one R10a, or a C2-C5 alkenylene group unsubstituted or substituted with at least one R10a, to form a C8-C60 polycyclic group unsubstituted or substituted with at least one R10a, and
na1 may be an integer from 1 to 4.
[0182] In Formulae CY201 to CY217, R
10b and R
10c may each be the same as described with respect to R
10a, ring CY
201 to ring CY
204 may each independently be a C
3-C
20 carbocyclic group or a C
1-C
20 heterocyclic group, and at least one hydrogen in Formulae CY201 to CY217 may be unsubstituted
or substituted with R
10a.
[0183] In one or more embodiments, ring CY
201 to ring CY
204 in Formulae CY201 to CY217 may each independently be a benzene group, a naphthalene
group, a phenanthrene group, or an anthracene group.
[0184] In one or more embodiments, each of Formulae 201 and 202 may include at least one
selected from the groups represented by Formulae CY201 to CY203.
[0185] In one or more embodiments, Formula 201 may include at least one selected from the
groups represented by Formulae CY201 to CY203 and at least one selected from the groups
represented by Formulae CY204 to CY217.
[0186] In one or more embodiments, in Formula 201, xa1 may be 1, R
201 may be one selected from the groups represented by Formulae CY201 to CY203, xa2 may
be 0, and R
202 may be one selected from the groups represented by Formulae CY204 to CY207.
[0187] In one or more embodiments, each of Formulae 201 and 202 may not include (e.g., may
exclude) any of the groups represented by Formulae CY201 to CY203.
[0188] In an embodiment, each of Formulae 201 and 202 may not include (e.g., may exclude)
any of the groups represented by Formulae CY201 to CY203, and may include at least
one selected from the groups represented by Formulae CY204 to CY217.
[0189] In an embodiment, each of Formulae 201 and 202 may not include (e.g., may exclude)
any of the groups represented by Formulae CY201 to CY217. In present disclosure, "not
include a or any 'component'" "exclude a or any 'component'", "'component'-free",
and/or the like refers to that the "component" not being added, selected or utilized
as a component in the composition/formula/structure, but, in some embodiments, the
"component" of less than a suitable amount may still be included due to other impurities
and/or external factors.
[0190] For example, in one or more embodiments, the hole transport region may include: at
least one selected from among Compounds HT1 to HT46; 4,4',4"-[tris(3-methylphenyl)phenylamino]
triphenylamine (m-MTDATA); 4,4',4"-tris(N,N-diphenylamino)triphenylamine (TDATA);
4,4',4"-tris[N-(2-naphthyl)-N-phenylamino]-triphenylamine (2-TNATA); N,N'-di(naphthalen-1-yl)-N,N'-diphenyl-benzidine
(NPB(NPD)); β-NPB; N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine
(TPD); spiro-TPD; spiro-NPB; methylated NPB; 4,4'-cyclohexylidene bis[N,N-bis(4-methylphenyl)benzenamine]
(TAPC); 4,4'-bis[N,N'-(3-tolyl)amino]-3,3'-dimethylbiphenyl (HMTPD); 4,4',4"-tris(N-carbazolyl)triphenylamine
(TCTA); polyaniline/dodecylbenzenesulfonic acid (PANI/DBSA); poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate)
(PEDOT/PSS); polyaniline/camphor sulfonic acid (PANI/CSA); polyaniline/poly(4-styrenesulfonate)
(PANI/PSS); or any combination thereof:

[0191] A thickness of the hole transport region may be in a range of about 50 Å to about
10,000 Å, for example, about 100 Å to about 4,000 Å. When the hole transport region
includes a hole injection layer, a hole transport layer, or any combination thereof,
a thickness of the hole injection layer may be in a range of about 100 Å to about
9,000 Å, for example, about 100 Å to about 1,000 Å, and a thickness of the hole transport
layer may be in a range of about 50 Å to about 2,000 Å, for example, about 100 Å to
about 1,500 Å. When the thicknesses of the hole transport region, the hole injection
layer, and the hole transport layer are within these ranges, satisfactory hole transporting
characteristics may be obtained without a substantial increase in driving voltage.
[0192] The emission auxiliary layer may increase light-emission efficiency by compensating
for an optical resonance distance according to the wavelength of light emitted by
the emission layer, and the electron-blocking layer may block or reduce the leakage
of electrons from the emission layer to the hole transport region. Materials that
may be included in the hole transport region may be included in the emission auxiliary
layer and the electron-blocking layer.
p-dopant
[0193] In one or more embodiments, the hole transport region may further include, in addition
to one or more of these aforementioned materials, a charge-generation material for
the improvement of conductive properties. The charge-generation material may be substantially
uniformly or non-uniformly dispersed in the hole transport region (for example, in
the form of a single layer including (e.g., consisting of) a charge-generation material).
[0194] The charge-generation material may be, for example, a p-dopant.
[0195] For example, in one or more embodiments, the p-dopant may have a LUMO energy level
of less than or equal to -3.5 eV.
[0196] In one or more embodiments, the p-dopant may include a quinone derivative, a cyano
group-containing compound, a compound including element EL1 and element EL2, or any
combination thereof.
[0197] Non-limiting examples of the quinone derivative are tetracyanoquinodimethane (TCNQ),
2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ), and/or the like.
[0198] Non-limiting examples of the cyano group-containing compound are dipyrazino[2,3-f:
2',3'-h] quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN), a compound represented
by Formula 221, and/or the like:

[0199] In Formula 221,
R221 to R223 may each independently be a C3-C60 carbocyclic group that is unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group that is unsubstituted or substituted with at least one R10a, and
at least one selected from among R221 to R223 may each independently be a C3-C60 carbocyclic group or a C1-C60 heterocyclic group, each substituted with: a cyano group; -F; -Cl; -Br; -I; a C1-C20 alkyl group substituted with a cyano group, -F, -Cl, -Br, -I, or any combination
thereof; or any combination thereof.
[0200] In the compound including element EL1 and element EL2, element EL1 may be a metal,
a metalloid, or any combination thereof, and element EL2 may be a non-metal, a metalloid,
or any combination thereof.
[0201] Non-limiting examples of the metal are an alkali metal (for example, lithium (Li),
sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); an alkaline earth metal
(for example, beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium
(Ba), etc.); a transition metal (for example, titanium (Ti), zirconium (Zr), hafnium
(Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten
(W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium
(Os), cobalt (Co), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum
(Pt), copper (Cu), silver (Ag), gold (Au), etc.); a post-transition metal (for example,
zinc (Zn), indium (In), tin (Sn), etc.); a lanthanide metal (for example, lanthanum
(La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm),
europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium
(Er), thulium (Tm), ytterbium (Yb), lutetium (Lu), etc.); and/or the like.
[0202] Non-limiting examples of the metalloid are silicon (Si), antimony (Sb), tellurium
(Te), and/or the like.
[0203] Non-limiting examples of the non-metal are oxygen (O), a halogen (for example, F,
Cl, Br, I, etc.), and/or the like.
[0204] Non-limiting examples of the compound including element EL1 and element EL2 are metal
oxides, metal halides (for example, metal fluorides, metal chlorides, metal bromides,
metal iodides, etc.), metalloid halides (for example, metalloid fluorides, metalloid
chlorides, metalloid bromides, metalloid iodides, etc.), metal tellurides, or one
or more combinations thereof.
[0205] Non-limiting examples of the metal oxide are tungsten oxides (for example, WO, W
2O
3, WO
2, WO
3, W
2O
5, etc.), vanadium oxides (for example, VO, V
2O
3, VO
2, V
2O
5, etc.), molybdenum oxides (MoO, Mo
2O
3, MoO
2, MoOs, Mo
2O
5, etc.), rhenium oxides (for example, ReOs, etc.), and/or the like.
[0206] Non-limiting examples of the metal halide are alkali metal halides, alkaline earth
metal halides, transition metal halides, post-transition metal halides, lanthanide
metal halides, and/or the like.
[0207] Non-limiting examples of the alkali metal halide are LiF, NaF, KF, RbF, CsF, LiCl,
NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, Lil, Nal, KI, Rbl, Csl, and/or
the like.
[0208] Non-limiting examples of the alkaline earth metal halide are BeF
2, MgF
2, CaF
2, SrF
2, BaF
2, BeCl
2, MgCl
2, CaCl
2, SrCl
2, BaCl
2, BeBr
2, MgBr
2, CaBr
2, SrBr
2, BaBr
2, BeI
2, MgI
2, CaI
2, SrI
2, BaI
2, and/or the like.
[0209] Non-limiting examples of the transition metal halide are titanium halides (for example,
TiF
4, TiCl
4, TiBr
4, TiI
4, etc.), zirconium halides (for example, ZrF
4, ZrCl
4, ZrBr
4, ZrI
4, etc.), hafnium halides (for example, HfF
4, HfCl
4, HfBr
4, HfI
4, etc.), vanadium halides (for example, VF
3, VCl
3, VBr
3, VI
3, etc.), niobium halides (for example, NbF
3, NbCl
3, NbBr
3, NbI
3, etc.), tantalum halides (for example, TaF
3, TaCl
3, TaBr
3, TaI
3, etc.), chromium halides (for example, CrF
3, CrCl
3, CrBr
3, CrI
3, etc.), molybdenum halides (for example, MoF
3, MoCl
3, MoBr
3, MoI
3, etc.), tungsten halides (for example, WF
3, WCl
3, WBr
3, WI
3, etc.), manganese halides (for example, MnF
2, MnCl
2, MnBr
2, MnI
2, etc.), technetium halides (for example, TcF
2, TcCl
2, TcBr
2, TcI
2, etc.), rhenium halides (for example, ReF
2, ReCl
2, ReBr
2, ReI
2, etc.), ferrous halides (for example, FeF
2, FeCl
2, FeBr
2, FeI
2, etc.), ruthenium halides (for example, RuF
2, RuCl
2, RuBr
2, RuI
2, etc.), osmium halides (for example, OsF
2, OsCl
2, OsBr
2, OsI
2, etc.), cobalt halides (for example, CoF
2, CoCl
2, CoBr
2, CoI
2, etc.), rhodium halides (for example, RhF
2, RhCl
2, RhBr
2, RhI
2, etc.), iridium halides (for example, IrF
2, IrCl
2, IrBr
2, IrI
2, etc.), nickel halides (for example, NiF
2, NiCl
2, NiBr
2, NiI
2, etc.), palladium halides (for example, PdF
2, PdCl
2, PdBr
2, PdI
2, etc.), platinum halides (for example, PtF
2, PtCl
2, PtBr
2, PtI
2, etc.), cuprous halides (for example, CuF, CuCl, CuBr, Cul, etc.), silver halides
(for example, AgF, AgCl, AgBr, Agl, etc.), gold halides (for example, AuF, AuCl, AuBr,
Aul, etc.), and/or the like.
[0210] Non-limiting examples of the post-transition metal halide are zinc halides (for example,
ZnF
2, ZnCl
2, ZnBr
2, ZnI
2, etc.), indium halides (for example, InI
3, etc.), tin halides (for example, SnI
2, etc.), and/or the like.
[0211] Non-limiting examples of the lanthanide metal halide are YbF, YbF
2, YbF
3, SmF
3, YbCl, YbCl
2, YbCl
3, SmCl
3, YbBr, YbBr
2, YbBr
3, SmBr
3, YbI, YbI
2, YbI
3, SmI
3, and/or the like.
[0212] Non-limiting examples of the metalloid halide are antimony halides (for example,
SbCl
5, etc.) and/or the like.
[0213] Non-limiting examples of the metal telluride are alkali metal tellurides (for example,
Li
2Te, Na
2Te, K
2Te, Rb
2Te, Cs
2Te, etc.), alkaline earth metal tellurides (for example, BeTe, MgTe, CaTe, SrTe, BaTe,
etc.), transition metal tellurides (for example, TiTe
2, ZrTe
2, HfTe
2, V
2Te
3, Nb
2Te
3, Ta
2Te
3, Cr
2Te
3, Mo
2Te
3, W
2Te
3, MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu
2Te, CuTe, Ag
2Te, AgTe, Au
2Te, etc.), post-transition metal tellurides (for example, ZnTe, etc.), lanthanide
metal tellurides (for example, LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe,
HoTe, ErTe, TmTe, YbTe, LuTe, etc.), and/or the like.
Emission layer in interlayer 130
[0214] When the light-emitting device 10 is a full-color light-emitting device, the emission
layer may be patterned into a red emission layer, a green emission layer, and/or a
blue emission layer, according to a sub-pixel. In one or more embodiments, the emission
layer may have a stacked structure of two or more layers selected from a red emission
layer, a green emission layer, and a blue emission layer, in which the two or more
layers contact each other or are separated from each other, to emit white light (e.g.,
combined white light). In one or more embodiments, the emission layer may include
two or more materials selected from a red light-emitting material, a green light-emitting
material, and a blue light-emitting material, in which the two or more materials are
mixed with each other in a single layer, to emit white light (e.g., combined white
light).
[0215] In one or more embodiments, the emission layer may include a host and a dopant (or
emitter). In some embodiments, the emission layer may further include an auxiliary
dopant that promotes energy transfer to the dopant (or emitter), in addition to the
host and the dopant (or emitter). When the emission layer includes the dopant (or
emitter) and the auxiliary dopant, the dopant (or emitter) and the auxiliary dopant
are different from each other.
[0216] The organometallic compound represented by Formula 1 in the present disclosure may
serve as the dopant (or emitter), or may serve as the auxiliary dopant.
[0217] An amount (weight) of the dopant (or emitter) in the emission layer may be in a range
of about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight
of the host.
[0218] The organometallic compound represented by the Formula 1 may be included in the emission
layer. An amount (weight) of the organometallic compound in the emission layer may
be about 0.01 parts by weight to about 30 parts by weight, about 0.1 parts by weight
to about 20 parts by weight, or about 0.1 parts by weight to about 15 parts by weight,
based on 100 parts by weight of the emission layer.
[0219] In one or more embodiments, the emission layer may include a quantum dot.
[0220] In one or more embodiments, the emission layer may include a delayed fluorescence
material. The delayed fluorescence material may act as a host or a dopant in the emission
layer 120.
[0221] A thickness of the emission layer may be in a range of about 100 Å to about 1,000
Å, for example, about 200 Å to about 600 Å. When the thickness of the emission layer
is within these ranges, excellent or suitable luminescence characteristics may be
obtained without a substantial increase in driving voltage.
Host
[0222] The host in the emission layer may include the second compound, or the third compound
described in the present disclosure, or a combination thereof.
[0223] In one or more embodiments, the host may include a compound represented by Formula
301:
Formula 301 [Ar301]xb11-[(L301)xb1-R301]xb21,
wherein, in Formula 301,
Ar301 and L301 may each independently be a C3-C60 carbocyclic group that is unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group that is unsubstituted or substituted with at least one R10a,
xb11 may be 1, 2, or 3,
xb1 may be an integer from 0 to 5,
R301 may be hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a
nitro group, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkenyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkynyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,-Si(Q301)(Q302)(Q303), -N(Q301)(Q302), - B(Q301)(Q302), -C(=O)(Q301), -S(=O)2(Q301), or -P(=O)(Q301)(Q302),
xb21 may be an integer from 1 to 5, and
Q301 to Q303 may each be the same as described with respect to Q1.
[0224] For example, in some embodiments, when xb11 in Formula 301 is 2 or more, two or more
of Ar
301(s) may be linked to each other via a single bond.
[0225] In one or more embodiments, the host may include a compound represented by Formula
301-1, a compound represented by Formula 301-2, or any combination thereof:

[0226] In Formulae 301-1 and 301-2,
ring A301 to ring A304 may each independently be a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
X301 may be O, S, N[(L304)xb4-R304], C(R304)(R305), or Si(R304)(R305),
xb22 and xb23 may each independently be 0, 1, or 2,
L301, xb1, and R301 may each be the same as described herein,
L302 to L304 may each independently be the same as described with respect to L301,
xb2 to xb4 may each independently be the same as described with respect to xb1, and
R302 to R305 and R311 to R314 may each be the same as described with respect to R301.
[0227] In one or more embodiments, the host may include an alkaline earth metal complex,
a post-transition metal complex, or any combination thereof. In some embodiments,
the host may include a Be complex (for example, Compound H55), an Mg complex, a Zn
complex, or any combination thereof.
[0229] In one or more embodiments, the host may include a silicon-containing compound, a
phosphine oxide-containing compound, or any combination thereof.
[0230] The host may have one or more suitable modifications. For example, the host may include
only one kind of compound, or may include two or more kinds of different compounds.
Phosphorescent dopant
[0231] The emission layer may include, as a phosphorescent dopant, the organometallic compound
represented by Formula 1 as described in the present disclosure.
[0232] In one or more embodiments, in the case (e.g., embodiments) where the emission layer
includes the organometallic compound represented by Formula 1 as described herein
and the organometallic compound represented by Formula 1 as described herein acts
as an auxiliary dopant, the emission layer may further include a phosphorescent dopant.
[0233] The phosphorescent dopant may include at least one transition metal as a central
metal.
[0234] The phosphorescent dopant may include a monodentate ligand, a bidentate ligand, a
tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand,
or any combination thereof.
[0235] The phosphorescent dopant may be electrically neutral.
[0236] For example, in some embodiments, the phosphorescent dopant may include an organometallic
compound represented by Formula 401:
Formula 401 M(L401)xc1(L402)xc2

[0237] In Formulae 401 and 402,
M may be a transition metal (for example, iridium (Ir), platinum (Pt), palladium (Pd),
osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb),
rhodium (Rh), rhenium (Re), or thulium (Tm)),
L401 may be a ligand represented by Formula 402, and xc1 may be 1, 2, or 3, wherein, when
xc1 is 2 or more, two or more of L401 (s) may be identical to or different from each other,
L402 may be an organic ligand, and xc2 may be 0, 1, 2, 3, or 4, and when xc2 is 2 or more,
two or more of L402(s) may be identical to or different from each other,
X401 and X402 may each independently be N or C,
ring A401 and ring A402 may each independently be a C3-C60 carbocyclic group or a C1-C60 heterocyclic group,
T401 may be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q411)-*', *-C(Q411)(Q412)-*', *-C(Q411)=C(Q412)-*', *-C(Q411)=*', or *=C(Q411)-*',
X403 and X404 may each independently be a chemical bond (for example, a covalent bond or a coordinate
bond), O, S, N(Q413), B(Q413), P(Q413), C(Q413)(Q414), or Si(Q413)(Q414),
Q411 to Q414 are each the same as described with respect to Q1,
R401 and R402 may each independently be hydrogen, deuterium, -F, -Cl, -Br, - I, a hydroxyl group,
a cyano group, a nitro group, a C1-C20 alkyl group unsubstituted or substituted with at least one R10a, a C1-C20 alkoxy group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, -Si(Q401)(Q402)(Q403), -N(Q401)(Q402), -B(Q401)(Q402), -C(=O)(Q401), -S(=O)2(Q401), or -P(=O)(Q401)(Q402),
Q401 to Q403 are each the same as described with respect to Q1,
xc11 and xc12 may each independently be an integer from 0 to 10, and
* and *' in Formula 402 each indicate a binding site to M in Formula 401.
[0238] For example, in some embodiments, in Formula 402, i) X
401 may be nitrogen and X
402 may be carbon, or ii) each of X
401 and X
402 may be nitrogen.
[0239] In one or more embodiments, when xc1 in Formula 401 is 2 or more, two ring A
401(s) among two or more of L
401(s) may optionally be linked to each other via T
402, which is a linking group, and/or two ring A
402(s) among two or more of L
401 (s) may optionally be linked to each other via T
403, which is a linking group (see Compounds PD1 to PD4 and PD7). T
402 and T
403 may each be the same as described with respect to T
401.
[0240] In Formula 401, L
402 may be an organic ligand. For example, L
402 may include a halogen, a diketone group (for example, an acetylacetonate group),
a carboxylic acid group (for example, a picolinate group), -C(=O), an isonitrile group,
a -CN group, a phosphorus-containing group (for example, a phosphine group, a phosphite
group, etc.), or any combination thereof.
Fluorescent dopant
[0242] In the case (e.g., embodiments) where the emission layer includes the organometallic
compound represented by Formula 1 as described herein and the organometallic compound
represented by Formula 1 as described herein acts as an auxiliary dopant, the emission
layer may further include a fluorescent dopant.
[0243] In one or more embodiments, in the case (e.g., embodiments) where the emission layer
includes the organometallic compound represented by Formula 1 as described herein
and the organometallic compound represented by Formula 1 as described herein acts
as a phosphorescent dopant, the emission layer may further include an auxiliary dopant.
[0244] The fluorescent dopant and the auxiliary dopant may each independently include an
arylamine compound, a styrylamine compound, a boron-containing compound, or any combination
thereof.
[0245] In one or more embodiments, the fluorescent dopant and the auxiliary dopant may each
independently include a compound represented by Formula 501:

[0246] In Formula 501,
Ar501, L501 to L503, R501, and R502 may each independently be a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
xd1 to xd3 may each independently be 0, 1, 2, or 3, and
xd4 may be 1, 2, 3, 4, 5, or 6.
[0247] In one or more embodiments, Ar
501 in Formula 501 may be a condensed cyclic group (for example, an anthracene group,
a chrysene group, a pyrene group, etc.) in which three or more monocyclic groups are
condensed together.
[0248] In one or more embodiments, xd4 in Formula 501 may be 2.
Delayed fluorescence material
[0250] In one or more embodiments, the emission layer may include a delayed fluorescence
material.
[0251] In the present disclosure, the delayed fluorescence material may be selected from
compounds capable of emitting delayed fluorescence based on a delayed fluorescence
emission mechanism.
[0252] The delayed fluorescence material may include, for example, the fourth compound described
in the present disclosure.
[0253] The delayed fluorescence material included in the emission layer may act as a host
or a dopant depending on the type or kind of other materials included in the emission
layer.
[0254] In one or more embodiments, a difference between a triplet energy level (eV) of the
delayed fluorescence material and a singlet energy level (eV) of the delayed fluorescence
material may be at least about 0 eV and not more than about 0.5 eV. When the difference
between the triplet energy level (eV) of the delayed fluorescence material and the
singlet energy level (eV) of the delayed fluorescence material is satisfied within
the range above, up-conversion from the triplet state to the singlet state of the
delayed fluorescence materials may effectively occur, and thus, the light-emitting
device 10 may have improved luminescence efficiency.
[0255] For example, in one or more embodiments, the delayed fluorescence material may include:
i) a material including at least one electron donor (for example, a π electron-rich
C
3-C
60 cyclic group and/or the like, such as a carbazole group) and at least one electron
acceptor (for example, a sulfoxide group, a cyano group, a π electron-deficient nitrogen-containing
C
1-C
60 heterocyclic group, and/or the like), ii) a material including a C
8-C
60 polycyclic group including at least two cyclic groups condensed to each other while
sharing boron (B), and/or the like.
Quantum dot
[0257] In one or more embodiments, the emission layer may include a quantum dot.
[0258] The term "quantum dot" as utilized herein refers to a crystal of a semiconductor
compound, and may include any material capable of emitting light of one or more suitable
emission wavelengths according to the size of the crystal.
[0259] A diameter of the quantum dot may be, for example, in a range of about 1 nm to about
10 nm. In the present disclosure, when dot, dots, or dot particles are spherical,
"diameter" indicates a particle diameter or an average particle diameter, and when
the particles are non-spherical, the "diameter" indicates a major axis length or an
average major axis length. The diameter of the particles may be measured utilizing
a scanning electron microscope or a particle size analyzer. As the particle size analyzer,
for example, HORIBA, LA-950 laser particle size analyzer, may be utilized. When the
size of the particles is measured utilizing a particle size analyzer, the average
particle diameter is referred to as D50. D50 refers to the average diameter of particles
whose cumulative volume corresponds to 50 vol% in the particle size distribution (e.g.,
cumulative distribution), and refers to the value of the particle size corresponding
to 50% from the smallest particle when the total number of particles is 100% in the
distribution curve accumulated in the order of the smallest particle size to the largest
particle size.
[0260] The quantum dot may be synthesized by a wet chemical process, a metal organic chemical
vapor deposition process, a molecular beam epitaxy process, or any process similar
thereto.
[0261] The wet chemical process is a method including mixing a precursor material of a quantum
dot with an organic solvent and then growing quantum dot particle crystals. When the
crystal grows, the organic solvent naturally acts as a dispersant coordinated on the
surface of the quantum dot crystal and controls the growth of the crystal so that
the growth of quantum dot particles may be controlled or selected through a process
which costs lower, and is easier than vapor deposition methods, such as metal organic
chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE).
[0262] The quantum dot may include: a Group II-VI semiconductor compound; a Group III-V
semiconductor compound; a Group III-VI semiconductor compound; a Group I-III-VI semiconductor
compound; a Group IV-VI semiconductor compound; a Group IV element or compound; or
any combination thereof.
[0263] Non-limiting examples of the Group II-VI semiconductor compound are: a binary compound,
such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS, and/or
the like; a ternary compound, such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe,
HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe,
HgZnTe, MgZnSe, MgZnS, and/or the like; a quaternary compound, such as CdZnSeS, CdZnSeTe,
CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe, and/or the like;
or one or more combinations thereof.
[0264] Non-limiting examples of the Group III-V semiconductor compound are: a binary compound,
such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, and/or the
like; a ternary compound, such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb,
AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, InPSb, and/or the like; a quaternary
compound, such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb,
GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, and/or the like; or
one or more combinations thereof. In one or more embodiments, the Group III-V semiconductor
compound may further include a Group II element. Non-limiting examples of the Group
III-V semiconductor compound further including the Group II element are InZnP, InGaZnP,
InAlZnP, and/or the like.
[0265] Non-limiting examples of the Group III-VI semiconductor compound are: a binary compound,
such as GaS, GaSe, Ga
2Se
3, GaTe, InS, InSe, In
2S
3, In
2Se
3, InTe, and/or the like; a ternary compound, such as InGaS
3, InGaSe
3, and/or the like; or one or more combinations thereof.
[0266] Non-limiting examples of the Group I-III-VI semiconductor compound are: a ternary
compound, such as AgInS, AgInS
2, CuInS, CuInS
2, CuGaO
2, AgGaO
2, AgAlO
2, and/or the like; or one or more combinations thereof.
[0267] Non-limiting examples of the Group IV-VI semiconductor compound are: a binary compound,
such as SnS, SnSe, SnTe, PbS, PbSe, PbTe, and/or the like; a ternary compound, such
as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, and/or the like;
a quaternary compound, such as SnPbSSe, SnPbSeTe, SnPbSTe, and/or the like; or one
or more combinations thereof.
[0268] Non-limiting examples of the Group IV element or compound are: a single element compound,
such as Si, Ge, and/or the like; a binary compound, such as SiC, SiGe, and/or the
like; or one or more combinations thereof.
[0269] Each element included in a multi-element compound, such as the binary compound, the
ternary compound, and the quaternary compound, may be present at a substantially uniform
concentration or non-substantially uniform concentration in a particle.
[0270] In one or more embodiments, the quantum dot may have a single structure in which
the concentration of each element in the quantum dot is substantially uniform, or
may have a core-shell dual structure. For example, a material included in the core
and a material included in the shell may be different from each other.
[0271] The shell of the quantum dot may act as a protective layer which prevents chemical
denaturation of the core to maintain semiconductor characteristics, and/or as a charging
layer which impart electrophoretic characteristics to the quantum dot. The shell may
be single-layered or multi-layered. The interface between the core and the shell may
have a concentration gradient in which the concentration of an element existing in
the shell decreases toward the center of the core.
[0272] Examples of the shell of the quantum dot are an oxide of metal, metalloid, or non-metal,
a semiconductor compound, or any combination thereof. Non-limiting examples of the
oxide of metal, metalloid, or non-metal are: a binary compound, such as SiO
2, Al
2O
3, TiO
2, ZnO, MnO, Mn
2O
3, Mn
3O
4, CuO, FeO, Fe
2O
3, Fe
3O
4, CoO, Co
3O
4, NiO, and/or the like; a ternary compound, such as MgAl
2O
4, CoFe
2O
4, NiFe
2O
4, CoMn
2O
4, and/or the like; or one or more combinations thereof. Examples of the semiconductor
compound are: as described herein, a Group II-VI semiconductor compound; a Group III-V
semiconductor compound; a Group III-VI semiconductor compound; a Group I-III-VI semiconductor
compound; a Group IV-VI semiconductor compound; or one or more combinations thereof.
Non-limiting examples of the semiconductor compound suitable as a shell are CdS, CdSe,
CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP,
InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.
[0273] The quantum dot may have a full width of half maximum (FWHM) of the emission spectrum
of less than or equal to about 45 nm, less than or equal to about 40 nm, or for example,
less than or equal to about 30 nm. When the FWHM of the quantum dot is within these
ranges, the quantum dot may have improved color purity or improved color reproducibility.
In some embodiments, because light emitted through the quantum dot is emitted in all
directions, the wide viewing angle may be improved.
[0274] In one or more embodiments, the quantum dot may be in the form of spherical nanoparticles,
pyramidal nanoparticles, multi-arm nanoparticles, or cubic nanoparticles, nanotubes,
nanowires, nanofibers, or nanoplates.
[0275] Because the energy band gap of the quantum dot may be adjusted by controlling the
size of the quantum dot, light having one or more suitable wavelength bands may be
obtained from a quantum dot emission layer. Accordingly, by utilizing quantum dots
of different sizes, a light-emitting device that emits light of one or more suitable
wavelengths may be implemented. In one or more embodiments, the size of the quantum
dots may be selected to enable the quantum dots to emit red light, green light, and/or
blue light. In some embodiments, the quantum dots with suitable sizes may be configured
to emit white light by combination of light of one or more suitable colors.
Electron transport region in interlayer 130
[0276] The electron transport region 140 may have: i) a single-layer structure including
(e.g., consisting of) a single layer including (e.g., consisting of) a single material,
ii) a single-layer structure including (e.g., consisting of) a single layer consisting
of multiple materials that are different from each other, or iii) a multi-layer structure
including multiple layers including multiple materials that are different from each
other.
[0277] The electron transport region may include a buffer layer, a hole-blocking layer,
an electron control layer, an electron transport layer, an electron injection layer,
or any combination thereof.
[0278] For example, in one or more embodiments, the electron transport region may have an
electron transport layer/electron injection layer structure, a hole-blocking layer/electron
transport layer/electron injection layer structure, an electron control layer/electron
transport layer/electron injection layer structure, or a buffer layer/electron transport
layer/electron injection layer structure, wherein constituent layers of each structure
are sequentially stacked from the emission layer in the stated order.
[0279] In one or more embodiments, the electron transport region (for example, a buffer
layer, a hole-blocking layer, an electron control layer, or an electron transport
layer in the electron transport region) may include a metal-free compound including
at least one π electron-deficient nitrogen-containing C
1-C
60 heterocyclic group.
[0280] For example, in some embodiments, the electron transport region may include a compound
represented by Formula 601:
Formula 601 [Ar601]xe11-[(L601)xe1-R601]xe21,
wherein, in Formula 601,
Ar601 and L601 may each independently be a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
xe11 may be 1, 2, or 3,
xe1 may be 0, 1, 2, 3, 4, or 5,
R601 may be a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, -Si(Q601)(Q602)(Q603), -C(=O)(Q601), -S(=O)2(Q601), or -P(=O)(Q601)(Q602),
Q601 to Q603 may each be the same as described with respect to Q1,
xe21 may be 1, 2, 3, 4, or 5, and
at least one selected from among Ar601, L601, and R601 may each independently be a π electron-deficient nitrogen-containing C1-C60 heterocyclic group that is unsubstituted or substituted with at least one R10a.
[0281] In one or more embodiments, when xe11 in Formula 601 is 2 or more, two or more of
Ar
601 (s) may be linked to each other via a single bond.
[0282] In one or more embodiments, Ar
601 in Formula 601 may be a substituted or unsubstituted anthracene group.
[0283] In one or more embodiments, the electron transport region may include a compound
represented by Formula 601-1:

wherein, in Formula 601-1,
X614 may be N or C(R614), X615 may be N or C(R615), X616 may be N or C(R616), and at least one selected from among X614 to X616 may be N,
L611 to L613 may each be the same as described with respect to L601,
xe611 to xe613 may each be the same as described with respect to xe1,
R611 to R613 may each be the same as described with respect to R601, and
R614 to R616 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group,
a cyano group, a nitro group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a.
[0284] For example, in some embodiments, xe1 and xe611 to xe613 in Formulae 601 and 601-1
may each independently be 0, 1, or 2.
[0285] In one or more embodiments, the electron transport region may include: at least one
selected from among Compounds ET1 to ET45; 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline
(BCP); 4,7-diphenyl-1,10-phenanthroline (Bphen); tris(8-hydroxyquinolinato)aluminum
(Alq
3); bis(2-methyl-8-quinolinolato-N1,O8)-(1,1'-biphenyl-4-olato)aluminum (BAlq); 3-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole
(TAZ); 4-(naphthalen-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ); or any combination
thereof:

[0286] A thickness of the electron transport region may be in a range of about 100 Å to
about 5,000 Å, for example, about 160 Å to about 4,000 Å. When the electron transport
region includes a buffer layer, a hole-blocking layer, an electron control layer,
an electron transport layer, or any combination thereof, a thickness of the buffer
layer, the hole-blocking layer, or the electron control layer may be in a range of
about 20 Å to about 1,000 Å, for example, about 30 Å to about 300 Å, and a thickness
of the electron transport layer may be in a range of about 100 Å to about 1,000 Å,
for example, about 150 Å to about 500 Å. When the thicknesses of the buffer layer,
the hole-blocking layer, the electron control layer, the electron transport layer,
and/or the electron transport region are within these ranges, satisfactory electron
transporting characteristics may be obtained without a substantial increase in driving
voltage.
[0287] In one or more embodiments, the electron transport region (for example, the electron
transport layer in the electron transport region) may further include, in addition
to one or more of the materials described above, a metal-containing material.
[0288] The metal-containing material may include an alkali metal complex, an alkaline earth
metal complex, or any combination thereof. A metal ion of the alkali metal complex
may be a Li ion, a Na ion, a K ion, a Rb ion, or a Cs ion, and a metal ion of the
alkaline earth metal complex may be a Be ion, a Mg ion, a Ca ion, a Sr ion, or a Ba
ion. A ligand coordinated with the metal ion of the alkali metal complex or the metal
ion of the alkaline earth-metal complex may include a hydroxyquinoline, a hydroxyisoquinoline,
a hydroxybenzoquinoline, a hydroxyacridine, a hydroxyphenanthridine, a hydroxyphenyloxazole,
a hydroxyphenylthiazole, a hydroxyphenyloxadiazole, a hydroxyphenylthiadiazole, a
hydroxyphenylpyridine, a hydroxyphenylbenzimidazole, a hydroxyphenylbenzothiazole,
a bipyridine, a phenanthroline, a cyclopentadiene, or any combination thereof.
[0289] For example, in some embodiments, the metal-containing material may include a Li
complex. The Li complex may include, for example, Compound ET-D1 (LiQ) or ET-D2:

[0290] In one or more embodiments, the electron transport region may include an electron
injection layer that facilitates the injection of electrons from the second electrode
150. The electron injection layer may directly contact the second electrode 150.
[0291] The electron injection layer may have: i) a single-layered structure including (e.g.,
consisting of) a single layer including (e.g., consisting of) a single material, ii)
a single-layered structure including (e.g., consisting of) a single layer including
(e.g., consisting of) multiple materials that are different from each other, or iii)
a multi-layered structure including multiple layers including multiple materials that
are different from each other.
[0292] The electron injection layer may include an alkali metal, alkaline earth metal, a
rare earth metal, an alkali metal-containing compound, alkaline earth metal-containing
compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline
earth metal complex, a rare earth metal complex, or any combination thereof.
[0293] The alkali metal may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline
earth metal may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth
metal may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.
[0294] The alkali metal-containing compound, the alkaline earth metal-containing compound,
and the rare earth metal-containing compound may be oxides, halides (for example,
fluorides, chlorides, bromides, iodides, etc.), or tellurides of the alkali metal,
the alkaline earth metal, and the rare earth metal, respectively, or any combination
thereof.
[0295] The alkali metal-containing compound may include: an alkali metal oxide, such as
Li
2O, Cs
2O, K
2O, etc.; an alkali metal halide, such as LiF, NaF, CsF, KF, Lil, Nal, Csl, KI, etc.;
or any combination thereof. The alkaline earth metal-containing compound may include
an alkaline earth metal oxide, such as BaO, SrO, CaO, Ba
xSr
1-xO (wherein x is a real number satisfying 0<x<1), Ba
xCa
1-xO (wherein x is a real number satisfying 0<x<1), and/or the like. The rare earth metal-containing
compound may include YbF
3, ScF
3, Sc
2O
3, Y
2O
3, Ce
2O
3, GdF
3, TbF
3, YbI
3, ScI
3, TbI
3, or any combination thereof. In one or more embodiments, the rare earth metal-containing
compound may include a lanthanide metal telluride. Non-limiting examples of the lanthanide
metal telluride are LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe,
ErTe, TmTe, YbTe, LuTe, La
2Te
3, Ce
2Te
3, Pr
2Te
3, Nd
2Te
3, Pm
2Te
3, Sm
2Te
3, Eu
2Te
3, Gd
2Te
3, Tb
2Te
3, Dy
2Te
3, Ho
2Te
3, Er
2Te
3, Tm
2Te
3, Yb
2Te
3, Lu
2Te
3, and/or the like.
[0296] The alkali metal complex, the alkaline earth-metal complex, and the rare earth metal
complex may include i) one of metal ions of the alkali metal, one of metal ions of
the alkaline earth metal, and one of metal ions of the rare earth metal, respectively,
and ii) a ligand bonded to the metal ion (e.g., the respective metal ion), for example,
a hydroxyquinoline, a hydroxyisoquinoline, a hydroxybenzoquinoline, a hydroxyacridine,
a hydroxyphenanthridine, a hydroxyphenyloxazole, a hydroxyphenylthiazole, a hydroxyphenyloxadiazole,
a hydroxyphenylthiadiazole, a hydroxyphenylpyridine, a hydroxyphenyl benzimidazole,
a hydroxyphenylbenzothiazole, a bipyridine, a phenanthroline, a cyclopentadiene, or
any combination thereof.
[0297] In one or more embodiments, the electron injection layer may include (e.g., consist
of) an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing
compound, an alkaline earth metal-containing compound, a rare earth metal-containing
compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal
complex, or any combination thereof, as described above. In some embodiments, the
electron injection layer may further include an organic material (for example, a compound
represented by Formula 601).
[0298] In one or more embodiments, the electron injection layer may include (e.g., consist
of) i) an alkali metal-containing compound (for example, alkali metal halide), or
ii) a) an alkali metal-containing compound (for example, alkali metal halide); and
b) an alkali metal, an alkaline earth metal, a rare earth metal, or any combination
thereof. For example, in some embodiments, the electron injection layer may be a KI:Yb
co-deposited layer, an Rbl:Yb co-deposited layer, a LiF:Yb co-deposited layer, and/or
the like.
[0299] When the electron injection layer further includes an organic material, an alkali
metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound,
an alkaline earth metal-containing compound, a rare earth metal-containing compound,
an alkali metal complex, an alkaline earth-metal complex, a rare earth metal complex,
or any combination thereof may be substantially uniformly or non-uniformly dispersed
in a matrix including the organic material.
[0300] A thickness of the electron injection layer may be in a range of about 1 Å to about
100 Å, or, for example, about 3 Å to about 90 Å. When the thickness of the electron
injection layer is within these ranges, satisfactory electron injection characteristics
may be obtained without a substantial increase in driving voltage.
Second electrode 150
[0301] The second electrode 150 may be arranged on the interlayer 130 having the aforementioned
structure. The second electrode 150 may be a cathode, which is an electron injection
electrode, and as a material for forming the second electrode 150, a metal, an alloy,
an electrically conductive compound, or any combination thereof, each having a low-work
function, may be utilized.
[0302] The second electrode 150 may include Li, Ag, Mg, Al, Al-Li, Ca, Mg-In, Mg-Ag, Yb,
Ag-Yb, ITO, IZO, or any combination thereof. The second electrode 150 may be a transmissive
electrode, a semi-transmissive electrode, or a reflective electrode.
[0303] The second electrode 150 may have a single-layer structure or a multi-layer structure
including multiple layers.
Capping layer
[0304] A first capping layer may be arranged outside (e.g., on) the first electrode 110,
and/or a second capping layer may be arranged outside (e.g., on) the second electrode
150. In one or more embodiments, the light-emitting device 10 may have a structure
in which the first capping layer, the first electrode 110, the interlayer 130, and
the second electrode 150 are sequentially stacked in the stated order, a structure
in which the first electrode 110, the interlayer 130, the second electrode 150, and
the second capping layer are sequentially stacked in the stated order, or a structure
in which the first capping layer, the first electrode 110, the interlayer 130, the
second electrode 150, and the second capping layer are sequentially stacked in the
stated order.
[0305] In some embodiments, light generated in the emission layer of the interlayer 130
of the light-emitting device 10 may be extracted toward the outside through the first
electrode 110 which is a semi-transmissive electrode or a transmissive electrode,
and the first capping layer. In some embodiments, light generated in the emission
layer of the interlayer 130 of the light-emitting device 10 may be extracted toward
the outside through the second electrode 150 which is a semi-transmissive electrode
or a transmissive electrode, and the second capping layer.
[0306] The first capping layer and the second capping layer may increase external emission
efficiency according to the principle of constructive interference. Accordingly, the
light extraction efficiency of the light-emitting device 10 is increased, so that
the luminescence efficiency of the light-emitting device 10 may be improved.
[0307] Each of the first capping layer and the second capping layer may include a material
having a refractive index of greater than or equal to 1.6 (e.g., at 589 nm).
[0308] The first capping layer and the second capping layer may each independently be an
organic capping layer including an organic material, an inorganic capping layer including
an inorganic material, or an organic-inorganic composite capping layer including an
organic material and an inorganic material.
[0309] At least one of the first capping layer or the second capping layer may (e.g., the
first capping layer and the second capping layer may each independently) include a
carbocyclic compound, a heterocyclic compound, an amine group-containing compound,
a porphine derivative, a phthalocyanine derivative, a naphthalocyanine derivative,
an alkali metal complex, an alkaline earth metal complex, or any combination thereof.
The carbocyclic compound, the heterocyclic compound, and the amine group-containing
compound may each optionally be substituted with a substituent including O, N, S,
Se, Si, F, Cl, Br, I, or any combination thereof. In one or more embodiments, at least
one of the first capping layer or the second capping layer may (e.g., the first capping
layer and the second capping layer may each independently) include an amine group-containing
compound.
[0310] In one or more embodiments, at least one of the first capping layer or the second
capping layer may (e.g., the first capping layer and the second capping layer may
each independently) include a compound represented by Formula 201, a compound represented
by Formula 202, or any combination thereof.
Film
[0312] The organometallic compound represented by Formula 1 may be included in one or more
suitable films. Accordingly, one or more aspects of embodiments of the present disclosure
are directed toward a film including the organometallic compound represented by Formula
1. The film may be, for example, an optical member (or a light control element) (for
example, a color filter, a color conversion member, a capping layer, a light extraction
efficiency enhancement layer, a selective light absorbing layer, a polarizing layer,
a quantum dot-containing layer, or like), a light-blocking member (for example, a
light reflective layer, a light absorbing layer, and/or the like), and/or a protective
member (for example, an insulating layer, a dielectric layer, and/or the like).
Electronic apparatus
[0313] The light-emitting device may be included in one or more suitable electronic apparatuses.
For example, in one or more embodiments, the electronic apparatus including the light-emitting
device may be a light-emitting apparatus, an authentication apparatus, and/or the
like.
[0314] In one or more embodiments, the electronic apparatus (for example, a light-emitting
apparatus) may further include, in addition to the light-emitting device, i) a color
filter, ii) a color conversion layer, or iii) a color filter and a color conversion
layer. The color filter and/or the color conversion layer may be arranged in at least
one travel direction of light emitted from the light-emitting device. For example,
in some embodiments, light emitted from the light-emitting device may be blue light,
green light, or white light (e.g., combined white light). Details on the light-emitting
device may be referred to the descriptions provided herein. In some embodiments, the
color conversion layer may include a quantum dot.
[0315] The electronic apparatus may include a first substrate. The first substrate may include
a plurality of subpixel areas, the color filter may include a plurality of color filter
areas respectively corresponding to the subpixel areas, and the color conversion layer
may include a plurality of color conversion areas respectively corresponding to the
subpixel areas.
[0316] A pixel-defining film may be arranged among the subpixel areas to define each of
the subpixel areas.
[0317] The color filter may further include a plurality of color filter areas and light-shielding
patterns arranged among the color filter areas, and the color conversion layer may
further include a plurality of color conversion areas and light-shielding patterns
arranged among the color conversion areas.
[0318] The plurality of color filter areas (or the plurality of color conversion areas)
may include a first area configured to emit first color light, a second area configured
to emit second color light, and/or a third area configured to emit third color light,
wherein the first color light, the second color light, and/or the third color light
may have different maximum emission wavelengths from one another. For example, in
one or more embodiments, the first color light may be red light, the second color
light may be green light, and the third color light may be blue light. For example,
in one or more embodiments, the plurality of color filter areas (or the plurality
of color conversion areas) may include quantum dots. In some embodiments, the first
area may include a red quantum dot to emit red light, the second area may include
a green quantum dot to emit green light, and the third area may not include(e.g.,
may exclude) any quantum dot. Details on the quantum dot may be referred to the descriptions
provided herein. The first area, the second area, and/or the third area may each further
include a scatter.
[0319] For example, in one or more embodiments, the light-emitting device may be to emit
first light, the first area may be to absorb the first light to emit first-first color
light, the second area may be to absorb the first light to emit second-first color
light, and the third area may be to absorb the first light to emit third-first color
light. Here, the first-first color light, the second-first color light, and the third-first
color light may have different maximum emission wavelengths. In some embodiments,
the first light may be blue light, the first-first color light may be red light, the
second-first color light may be green light, and the third-first color light may be
blue light.
[0320] In one or more embodiments, the electronic apparatus may further include a thin-film
transistor, in addition to the light-emitting device as described above. The thin-film
transistor may include a source electrode, a drain electrode, and an activation layer,
wherein one selected from the source electrode and the drain electrode may be electrically
connected to the first electrode or the second electrode of the light-emitting device.
[0321] The thin-film transistor may further include a gate electrode, a gate insulating
film, and/or the like.
[0322] The activation layer may include crystalline silicon, amorphous silicon, an organic
semiconductor, an oxide semiconductor, and/or the like.
[0323] In one or more embodiments, the electronic apparatus may further include a sealing
portion for sealing the light-emitting device. The sealing portion may be arranged
between the color filter and/or the color conversion layer and the light-emitting
device. The sealing portion allows light from the light-emitting device to be extracted
to the outside, and concurrently (e.g., simultaneously) prevents ambient air and moisture
from penetrating into the light-emitting device. The sealing portion may be a sealing
substrate including a transparent glass substrate or a plastic substrate. The sealing
portion may be a thin-film encapsulation layer including at least one layer of an
organic layer and/or an inorganic layer. When the sealing portion is a thin film encapsulation
layer, the electronic apparatus may be flexible.
[0324] Various functional layers may be additionally arranged on the sealing portion, in
addition to the color filter and/or the color conversion layer, according to the utilization
of the electronic apparatus. Non-limiting examples of the functional layers may include
a touch screen layer, a polarizing layer, and/or the like. The touch screen layer
may be a pressure-sensitive touch screen layer, a capacitive touch screen layer, or
an infrared touch screen layer.
[0325] The authentication apparatus may be, for example, a biometric authentication apparatus
that authenticates an individual by utilizing biometric information of a living body
(for example, fingertips, pupils, etc.). The authentication apparatus may further
include, in addition to the light-emitting device as described above, a biometric
information collector.
[0326] The electronic apparatus may be applied to one or more of displays, light sources,
lighting, personal computers (for example, a mobile personal computer), mobile phones,
digital cameras, electronic organizers, electronic dictionaries, electronic game machines,
medical instruments (for example, electronic thermometers, sphygmomanometers, blood
glucose meters, pulse measurement devices, pulse wave measurement devices, electrocardiogram
displays, ultrasonic diagnostic devices, or endoscope displays), fish finders, one
or more suitable measuring instruments, meters (for example, meters for a vehicle,
an aircraft, and a vessel), projectors, and/or the like.
Electronic equipment
[0327] The light-emitting device may be included in one or more suitable electronic equipment.
[0328] For example, the electronic equipment including the light-emitting device may be
at least one of a flat panel display, a curved display, a computer monitor, a medical
monitor, a television, a billboard, a light for indoor or outdoor lighting and/or
signaling, a head-up display, a fully or partially transparent display, a flexible
display, a rollable display, a foldable display, a stretchable display, a laser printer,
a telephone, a mobile phone, a tablet, a phablet, a personal digital assistant (PDA),
a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder,
a micro display, a 3D display, a virtual or augmented-reality display, a vehicle,
a video wall including multiple displays tiled together, a theater or stadium screen,
a phototherapy device, or a signboard.
[0329] Because the light-emitting device has excellent or suitable effects in terms of luminescence
efficiency and long lifespan, the electronic equipment including the light-emitting
device may have characteristics with high luminance, high resolution, and low power
consumption.
Description of FIG. 2 and FIG. 3
[0330] FIG. 2 is a cross-sectional view showing a light-emitting apparatus as an example
of the electronic apparatus according to one or more embodiments of the present disclosure.
[0331] The light-emitting apparatus of FIG. 2 may include a substrate 100, a thin-film transistor
(TFT), a light-emitting device, and an encapsulation portion 300 that seals the light-emitting
device.
[0332] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate.
A buffer layer 210 may be on the substrate 100. The buffer layer 210 may prevent or
reduce penetration of impurities through the substrate 100 and may provide a flat
surface on the substrate 100.
[0333] The TFT may be on the buffer layer 210. The TFT may include an activation layer 220,
a gate electrode 240, a source electrode 260, and a drain electrode 270.
[0334] The activation layer 220 may include an inorganic semiconductor, such as silicon
or polysilicon, an organic semiconductor, or an oxide semiconductor, and may include
a source region, a drain region, and a channel region.
[0335] A gate insulating film 230 for insulating the activation layer 220 from the gate
electrode 240 may be on the activation layer 220, and the gate electrode 240 may be
on the gate insulating film 230.
[0336] An interlayer insulating film 250 may be on the gate electrode 240. The interlayer
insulating film 250 may be arranged between the gate electrode 240 and the source
electrode 260 and between the gate electrode 240 and the drain electrode 270, to insulate
from one another.
[0337] The source electrode 260 and the drain electrode 270 may be on the interlayer insulating
film 250. The interlayer insulating film 250 and the gate insulating film 230 may
be formed to expose the source region and the drain region of the activation layer
220, and the source electrode 260 and the drain electrode 270 may be arranged in contact
with the exposed portions of the source region and the drain region of the activation
layer 220, respectively.
[0338] The TFT may be electrically connected to the light-emitting device to drive the light-emitting
device, and may be covered and protected by a passivation layer 280. The passivation
layer 280 may include an inorganic insulating film, an organic insulating film, or
a combination thereof. The light-emitting device may be provided on the passivation
layer 280. The light-emitting device may include a first electrode 110, an interlayer
130, and a second electrode 150.
[0339] The first electrode 110 may be on the passivation layer 280. The passivation layer
280 may be arranged to expose a portion of the drain electrode 270, not fully covering
the drain electrode 270, and the first electrode 110 may be arranged to be connected
to the exposed portion of the drain electrode 270.
[0340] A pixel defining layer 290 including an insulating material may be on the first electrode
110. The pixel defining layer 290 may expose a certain region of the first electrode
110, and the interlayer 130 may be formed in the exposed region of the first electrode
110. The pixel defining layer 290 may be a polyimide-based organic film or a polyacrylic-based
organic film. In some embodiments, at least some layers of the interlayer 130 may
extend beyond the upper portion of the pixel defining layer 290 to be arranged in
the form of a common layer.
[0341] The second electrode 150 may be on the interlayer 130, and a second capping layer
170 may be additionally formed on the second electrode 150. The second capping layer
170 may be formed to cover the second electrode 150.
[0342] The encapsulation portion 300 may be on the second capping layer 170. The encapsulation
portion 300 may be arranged on the light-emitting device to protect the light-emitting
device from moisture and/or oxygen. The encapsulation portion 300 may include: an
inorganic film including silicon nitride (SiN
x), silicon oxide (SiO
x), indium tin oxide, indium zinc oxide, or any combination thereof; an organic film
including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide,
polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, an acrylic-based
resin (for example, polymethyl methacrylate, polyacrylic acid, and/or the like), an
epoxy-based resin (for example, aliphatic glycidyl ether (AGE), and/or the like),
or any combination thereof; or any combination of the inorganic films and the organic
films.
[0343] FIG. 3 is a cross-sectional view of a light-emitting apparatus as an example of the
electronic apparatus according to one or more embodiments of the present disclosure.
[0344] The light-emitting apparatus of FIG. 3 is substantially the same as the light-emitting
apparatus of FIG. 2, except that a light-shielding pattern 500 and a functional region
400 are additionally arranged on the encapsulation portion 300. The functional region
400 may be i) a color filter area, ii) a color conversion area, or iii) a combination
of the color filter area and the color conversion area. In one or more embodiments,
the light-emitting device included in the light-emitting apparatus of FIG. 3 may be
a tandem light-emitting device.
Description of FIG. 4
[0345] FIG. 4 is a schematic perspective view of electronic equipment 1 including a light-emitting
device according to one or more embodiments of the present disclosure. The electronic
equipment 1 may be, as a device apparatus that displays a moving image or still image,
a portable electronic equipment, such as a mobile phone, a smart phone, a tablet personal
computer (PC), a mobile communication terminal, an electronic notebook, an electronic
book, a portable multimedia player (PMP), a navigation, or a ultra-mobile PC (UMPC),
as well as one or more suitable products, such as a television, a laptop, a monitor,
a billboard, or an Internet of things (IOT). The electronic equipment 1 may be such
a product above or a part thereof. In some embodiments, the electronic equipment 1
may be a wearable device, such as a smart watch, a watch phone, a glasses-type or
kind display, or a head mounted display (HMD), or a part of the wearable device. However,
embodiments of the present disclosure are not limited thereto. For example, the electron
equipment 1 may include a dashboard of a vehicle, a center fascia of a vehicle, a
center information display arranged on a dashboard of a vehicle, a room mirror display
replacing a side mirror of a vehicle, an entertainment display for the rear seat of
a vehicle or a display arranged on the back of the front seat thereof, or a head up
display (HUD) installed in the front of a vehicle or projected on a front window glass,
and/or a computer generated hologram augmented reality head up display (CGH AR HUD).
FIG. 4 illustrates an embodiment in which the electronic equipment 1 is a smart phone
for convenience of explanation.
[0346] The electronic equipment 1 may include a display area DA and a non-display area NDA
outside the display area DA. A display device of the electronic equipment 1 may implement
an image through an array of a plurality of pixels that are two-dimensionally arranged
in the display area DA.
[0347] The non-display area NDA is an area that does not display an image, and may be around
(e.g., may entirely surround) the display area DA. On the non-display area NDA, a
driver for providing electrical signals or power to display devices arranged on the
display area DA may be arranged. On the non-display area NDA, a pad, which is an area
to which an electronic element or a printing circuit board may be electrically connected,
may be arranged.
[0348] In the electronic equipment 1, a length in the x-axis direction and a length (e.g.,
a width) in the y-axis direction may be different from each other. In some embodiments,
as shown in FIG. 4, the length in the x-axis direction may be shorter than the length
(e.g., the width) in the y-axis direction. In some embodiments, the length in the
x-axis direction may be substantially the same as the length (e.g., the width) in
the y-axis direction. In some embodiments, the length in the x-axis direction may
be longer than the length (the width) in the y-axis direction.
Descriptions of FIGs. 5 and 6A to 6C
[0349] FIG. 5 is a schematic view of an exterior of a vehicle 1000 as an electronic apparatus
including a light-emitting device according to one or more embodiments. FIGs. 6A to
6C are each a schematic view of an interior of the vehicle 1000 according to one or
more embodiments.
[0350] Referring to FIGs. 5, 6A, 6B, and 6C, the vehicle 1000 may refer to one or more suitable
apparatuses for moving an object to be transported, such as a human, an object, or
an animal, from a departure point to a destination point. The vehicle 1000 may include
a vehicle traveling on a road or a track, a vessel moving over the sea or a river,
an airplane flying in the sky utilizing the action of air, and/or the like.
[0351] In one or more embodiments, the vehicle 1000 may travel on a road or a track. The
vehicle 1000 may move in a set or predetermined direction according to rotation of
at least one wheel thereof. For example, the vehicle 1000 may include a three-wheeled
or four-wheeled vehicle, a construction machine, a two-wheeled vehicle, a prime mover
device, a bicycle, or a train running on a track.
[0352] The vehicle 1000 may include a body having an interior and an exterior, and a chassis
in which mechanical apparatuses necessary for driving are installed as other parts
except for the body. The exterior of the body may include a front panel, a bonnet,
a roof panel, a rear panel, a trunk, a pillar provided at a boundary between doors,
and/or the like. The chassis of the vehicle 1000 may include a power generating device,
a power transmitting device, a driving device, a steering device, a braking device,
a suspension device, a transmission device, a fuel device, front and rear left and
right wheels, and/or the like.
[0353] The vehicle 1000 may include a side window glass 1100, a front window glass 1200,
a side mirror 1300, a cluster 1400, a center fascia 1500, a passenger seat dashboard
1600, and a display device 2.
[0354] The side window glass 1100 and the front window glass 1200 may be partitioned by
a pillar arranged between the side window glass 1100 and the front window glass 1200.
[0355] The side window glass 1100 may be installed on a side of the vehicle 1000. In some
embodiments, the side window glass 1100 may be installed on a door of the vehicle
1000. A plurality of side window glasses 1100 may be provided and may face each other.
In some embodiments, the side window glass 1100 may include a first side window glass
1110 and a second side window glass 1120. In some embodiments, the first side window
glass 1110 may be arranged adjacent to the cluster 1400. The second side window glass
1120 may be arranged adjacent to the passenger seat dashboard 1600.
[0356] In one or more embodiments, the side window glasses 1100 may be spaced apart from
each other in the x-direction or the -x-direction (the direction opposite the x-direction).
For example, in some embodiments, the first side window glass 1110 and the second
side window glass 1120 may be spaced apart from each other in the x direction or the
-x direction. In other words, an imaginary straight line L connecting the side window
glasses 1100 may extend in the x-direction or the -x-direction. For example, an imaginary
straight line L connecting the first side window glass 1110 and the second side window
glass 1120 to each other may extend in the x direction or the -x direction.
[0357] The front window glass 1200 may be installed in the front of the vehicle 1000. The
front window glass 1200 may be arranged between the side window glasses 1100 facing
each other.
[0358] The side mirror 1300 may provide a rear view of the vehicle 1000. The side mirror
1300 may be installed on the exterior of the vehicle body. In some embodiments, a
plurality of side mirrors 1300 may be provided. Any one of the plurality of side mirrors
1300 may be arranged outside the first side window glass 1110. The other one of the
plurality of side mirrors 1300 may be arranged outside the second side window glass
1120.
[0359] The cluster 1400 may be arranged in front of the steering wheel. The cluster 1400
may include a tachometer, a speedometer, a coolant thermometer, a fuel gauge turn
indicator, a high beam indicator, a warning light, a seat belt warning light, an odometer,
a hodometer, an automatic shift selector indicator, a door open warning light, an
engine oil warning light, and /or a low fuel warning light.
[0360] The center fascia 1500 may include a control panel on which a plurality of buttons
for adjusting an audio device, an air conditioning device, and/or a heater of a seat
are disposed. The center fascia 1500 may be arranged on one side of the cluster 1400.
[0361] The passenger seat dashboard 1600 may be spaced apart from the cluster 1400 with
the center fascia 1500 arranged therebetween. In some embodiments, the cluster 1400
may be arranged to correspond to a driver seat, and the passenger seat dashboard 1600
may be disposed to correspond to a passenger seat. In some embodiments, the cluster
1400 may be adjacent to the first side window glass 1110, and the passenger seat dashboard
1600 may be adjacent to the second side window glass 1120.
[0362] In one or more embodiments, the display device 2 may include a display panel 3, and
the display panel 3 may display an image. The display device 2 may be arranged inside
the vehicle 1000. In some embodiments, the display device 2 may be arranged between
the side window glasses 1100 facing each other. The display device 2 may be arranged
on at least one of the cluster 1400, the center fascia 1500, or the passenger seat
dashboard 1600.
[0363] The display device 2 may include an organic light-emitting display device, an inorganic
EL display device, a quantum dot display device, and/or the like. Hereinafter, as
the display device 2 according to one or more embodiments of the disclosure, an organic
light-emitting display device including the light-emitting device according to the
disclosure will be described as an example, but one or more suitable types (kinds)
of display devices as described above may be utilized in embodiments of the disclosure.
[0364] Referring to FIG. 6A, in one or more embodiments, the display device 2 may be arranged
on the center fascia 1500. In some embodiments, the display device 2 may display navigation
information. In some embodiments, the display device 2 may display audio, video, or
information regarding vehicle settings.
[0365] Referring to FIG. 6B, in one or more embodiments, the display device 2 may be arranged
on the cluster 1400. When the display device 2 is arranged on the cluster 1400, the
cluster 1400 may display driving information and/or the like through the display device
2. For example, the cluster 1400 may be implemented digitally. The digital cluster
1400 may display vehicle information and driving information as images. For example,
a needle and a gauge of a tachometer and one or more suitable warning light icons
may be displayed by a digital signal.
[0366] Referring to FIG. 6C, in one or more embodiments, the display device 2 may be arranged
on the passenger seat dashboard 1600. The display device 2 may be embedded in the
passenger seat dashboard 1600 or arranged on the passenger seat dashboard 1600. In
some embodiments, the display device 2 arranged on the passenger seat dashboard 1600
seat may display an image related to information displayed on the cluster 1400 and/or
information displayed on the center fascia 1500. In some embodiments, the display
device 2 arranged on the passenger seat dashboard 1600 may display information different
from information displayed on the cluster 1400 and/or information displayed on the
center fascia 1500.
Manufacturing method
[0367] The layers constituting the hole transport region, the emission layer, and the layers
constituting the electron transport region may each be formed in a certain region
by utilizing one or more suitable methods such as vacuum deposition, spin coating,
casting, Langmuir-Blodgett (LB) deposition, ink-jet printing, laser-printing, laser-induced
thermal imaging, and/or the like.
[0368] When the layers constituting the hole transport region, the emission layer, and the
layers constituting the electron transport region are each formed by vacuum deposition,
the deposition may be performed at a deposition temperature in a range of about 100
°C to about 500 °C, at a vacuum degree in a range of about 10
-8 torr to about 10
-3 torr, and at a deposition speed in a range of about 0.01 Å/sec to about 100 Å/sec,
depending on a material to be included in a layer to be formed and the structure of
a layer to be formed.
Definition of Terms
[0369] The term "C
3-C
60 carbocyclic group" as utilized herein refers to a cyclic group including (e.g., consisting
of) carbon only as a ring-forming atom and having three to sixty carbon atoms, and
the term "C
1-C
60 heterocyclic group" as utilized herein refers to a cyclic group that has one to sixty
carbon atoms and further has, in addition to carbon, a heteroatom as a ring-forming
atom. The C
3-C
60 carbocyclic group and the C
1-C
60 heterocyclic group may each be a monocyclic group including (e.g., consisting of)
one (e.g., exactly one) ring or a polycyclic group in which two or more rings are
condensed with each other. For example, the number of ring-forming atoms of the C
1-C
60 heterocyclic group may be from 3 to 61.
[0370] The term "cyclic group" as utilized herein may include both the C
3-C
60 carbocyclic group and the C
1-C
60 heterocyclic group.
[0371] The term "π electron-rich C
3-C
60 cyclic group" as utilized herein refers to a cyclic group that has 3 to 60 carbon
atoms and does not include *-N=*' as a ring-forming moiety, and the term "π electron-deficient
nitrogen-containing C
1-C
60 heterocyclic group" as utilized herein refers to a heterocyclic group that has 1
to 60 carbon atoms and includes *-N=*' as a ring-forming moiety.
[0372] For example,
the C3-C60 carbocyclic group may be i) Group T1 (e.g., one or more of the groups in Group T1)
or ii) a condensed cyclic group in which two or more of Group T1 (e.g., two or more
of the groups in Group T1) are condensed with each other (for example, a cyclopentadiene
group, an adamantane group, a norbornane group, a benzene group, a pentalene group,
a naphthalene group, an azulene group, an indacene group, an acenaphthylene group,
a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group,
a triphenylene group, a pyrene group, a chrysene group, a perylene group, a pentaphene
group, a heptalene group, a naphthacene group, a picene group, a hexacene group, a
pentacene group, a rubicene group, a coronene group, an ovalene group, an indene group,
a fluorene group, a spiro-bifluorene group, a benzofluorene group, an indenophenanthrene
group, or an indenoanthracene group),
the C1-C60 heterocyclic group may be i) Group T2, ii) a condensed cyclic group in which two
or more of Group T2 are condensed with each other, or iii) a condensed cyclic group
in which at least one Group T2 (e.g., at least one of the groups in Group T2) and
at least one Group T1 (e.g., at least one of the groups in Group T1) are condensed
with each other (for example, a pyrrole group, a thiophene group, a furan group, an
indole group, a benzoindole group, a naphthoindole group, an isoindole group, a benzoisoindole
group, a naphthoisoindole group, a benzosilole group, a benzothiophene group, a benzofuran
group, a carbazole group, a dibenzosilole group, a dibenzothiophene group, a dibenzofuran
group, an indenocarbazole group, an indolocarbazole group, a benzofurocarbazole group,
a benzothienocarbazole group, a benzosilolocarbazole group, a benzoindolocarbazole
group, a benzocarbazole group, a benzonaphthofuran group, a benzonaphthothiophene
group, a benzonaphthosilole group, a benzofurodibenzofuran group, a benzofurodibenzothiophene
group, a benzothienodibenzothiophene group, a pyrazole group, an imidazole group,
a triazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole
group, an isothiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole
group, a benzoxazole group, a benzoisoxazole group, a benzothiazole group, a benzoisothiazole
group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group,
a triazine group, a quinoline group, an isoquinoline group, a benzoquinoline group,
a benzoisoquinoline group, a quinoxaline group, a benzoquinoxaline group, a quinazoline
group, a benzoquinazoline group, a phenanthroline group, a cinnoline group, a phthalazine
group, a naphthyridine group, an imidazopyridine group, an imidazopyrimidine group,
an imidazotriazine group, an imidazopyrazine group, an imidazopyridazine group, an
azacarbazole group, an azafluorene group, an azadibenzosilole group, an azadibenzothiophene
group, an azadibenzofuran group, etc.),
the π electron-rich C3-C60 cyclic group may be i) Group T1, ii) a condensed cyclic group in which two or more
of Group T1 are condensed with each other, iii) Group T3, iv) a condensed cyclic group
in which two or more of Group T3 are condensed with each other, or v) a condensed
cyclic group in which at least one Group T3 and at least one Group T1 are condensed
with each other (for example, the C3-C60 carbocyclic group, a 1H-pyrrole group, a silole group, a borole group, a 2H-pyrrole
group, a 3H-pyrrole group, a thiophene group, a furan group, an indole group, a benzoindole
group, a naphthoindole group, an isoindole group, a benzoisoindole group, a naphthoisoindole
group, a benzosilole group, a benzothiophene group, a benzofuran group, a carbazole
group, a dibenzosilole group, a dibenzothiophene group, a dibenzofuran group, an indenocarbazole
group, an indolocarbazole group, a benzofurocarbazole group, a benzothienocarbazole
group, a benzosilolocarbazole group, a benzoindolocarbazole group, a benzocarbazole
group, a benzonaphthofuran group, a benzonaphthothiophene group, a benzonaphthosilole
group, a benzofurodibenzofuran group, a benzofurodibenzothiophene group, a benzothienodibenzothiophene
group, and/or the like),
the π electron-deficient nitrogen-containing C1-C60 heterocyclic group may be i) Group T4, ii) a condensed cyclic group in which two
or more of Group T4 are condensed with each other, iii) a condensed cyclic group in
which at least one Group T4 and at least one Group T1 are condensed with each other,
iv) a condensed cyclic group in which at least one Group T4 and at least one Group
T3 are condensed with each other, or v) a condensed cyclic group in which at least
one Group T4, at least one Group T1, and at least one Group T3 are condensed with
one another (for example, a pyrazole group, an imidazole group, a triazole group,
an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole
group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a benzoxazole
group, a benzoisoxazole group, a benzothiazole group, a benzoisothiazole group, a
pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine
group, a quinoline group, an isoquinoline group, a benzoquinoline group, a benzoisoquinoline
group, a quinoxaline group, a benzoquinoxaline group, a quinazoline group, a benzoquinazoline
group, a phenanthroline group, a cinnoline group, a phthalazine group, a naphthyridine
group, an imidazopyridine group, an imidazopyrimidine group, an imidazotriazine group,
an imidazopyrazine group, an imidazopyridazine group, an azacarbazole group, an azafluorene
group, an azadibenzosilole group, an azadibenzothiophene group, an azadibenzofuran
group, etc.),
Group T1 may be a cyclopropane group, a cyclobutane group, a cyclopentane group, a
cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclobutene group,
a cyclopentene group, a cyclopentadiene group, a cyclohexene group, a cyclohexadiene
group, a cycloheptene group, an adamantane group, a norbornane (or bicyclo[2.2.1]heptane)
group, a norbornene group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group,
a bicyclo[2.2.2]octane group, or a benzene group,
Group T2 may be a furan group, a thiophene group, a 1H-pyrrole group, a silole group,
a borole group, a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole
group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group,
an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group,
an azasilole group, an azaborole group, a pyridine group, a pyrimidine group, a pyrazine
group, a pyridazine group, a triazine group, a tetrazine group, a pyrrolidine group,
an imidazolidine group, a dihydropyrrole group, a piperidine group, a tetrahydropyridine
group, a dihydropyridine group, a hexahydropyrimidine group, a tetrahydropyrimidine
group, a dihydropyrimidine group, a piperazine group, a tetrahydropyrazine group,
a dihydropyrazine group, a tetrahydropyridazine group, or a dihydropyridazine group,
Group T3 may be a furan group, a thiophene group, a 1H-pyrrole group, a silole group,
or a borole group, and
Group T4 may be a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole
group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group,
an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group,
an azasilole group, an azaborole group, a pyridine group, a pyrimidine group, a pyrazine
group, a pyridazine group, a triazine group, or a tetrazine group.
[0373] The term "cyclic group," "C
3-C
60 carbocyclic group," "C
1-C
60 heterocyclic group," "π electron-rich C
3-C
60 cyclic group," or "π electron-deficient nitrogen-containing C
1-C
60 heterocyclic group" as utilized herein may refer to a group condensed to any cyclic
group, a monovalent group, or a polyvalent group (for example, a divalent group, a
trivalent group, a tetravalent group, etc.) according to the structure of a formula
for which the corresponding term is utilized. For example, the "benzene group" may
be a benzo group, a phenyl group, a phenylene group, and/or the like, which may be
easily understood by one of ordinary skill in the art according to the structure of
a formula including the "benzene group."
[0374] Non-limiting examples of the monovalent C
3-C
60 carbocyclic group and the monovalent C
1-C
60 heterocyclic group are a C
3-C
10 cycloalkyl group, a C
1-C
10 heterocycloalkyl group, a C
3-C
10 cycloalkenyl group, a C
1-C
10 heterocycloalkenyl group, a C
6-C
60 aryl group, a C
1-C
60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent
non-aromatic condensed heteropolycyclic group. Non-limiting examples of the divalent
C
3-C
60 carbocyclic group and the divalent C
1-C
60 heterocyclic group are a C
3-C
10 cycloalkylene group, a C
1-C
10 heterocycloalkylene group, a C
3-C
10 cycloalkenylene group, a C
1-C
10 heterocycloalkenylene group, a C
6-C
60 arylene group, a C
1-C
60 heteroarylene group, a divalent non-aromatic condensed polycyclic group, and a substituted
or unsubstituted divalent non-aromatic condensed heteropolycyclic group.
[0375] The term "C
1-C
60 alkyl group" as utilized herein refers to a linear or branched aliphatic hydrocarbon
monovalent group that has one to sixty carbon atoms, and non-limiting examples thereof
are a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl
group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group,
a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a
3-pentyl group, a sec-isopentyl group, an n-hexyl group, an isohexyl group, a sec-hexyl
group, a tert-hexyl group, an n-heptyl group, an isoheptyl group, a sec-heptyl group,
a tert-heptyl group, an n-octyl group, an isooctyl group, a sec-octyl group, a tert-octyl
group, an n-nonyl group, an isononyl group, a sec-nonyl group, a tert-nonyl group,
an n-decyl group, an isodecyl group, a sec-decyl group, and a tert-decyl group. The
term "C
1-C
60 alkylene group" as utilized herein refers to a divalent group having substantially
the same structure as the C
1-C
60 alkyl group.
[0376] The term "C
2-C
60 alkenyl group" as utilized herein refers to a monovalent hydrocarbon group having
at least one carbon-carbon double bond in the middle or at the terminus of a C
2-C
60 alkyl group, and non-limiting examples thereof are an ethenyl group, a propenyl group,
a butenyl group, and/or the like. The term "C
2-C
60 alkenylene group" as utilized herein refers to a divalent group having substantially
the same structure as the C
2-C
60 alkenyl group.
[0377] The term "C
2-C
60 alkynyl group" as utilized herein refers to a monovalent hydrocarbon group having
at least one carbon-carbon triple bond in the middle or at the terminus of a C
2-C
60 alkyl group, and non-limiting examples thereof are an ethynyl group, a propynyl group,
and/or the like. The term "C
2-C
60 alkynylene group" as utilized herein refers to a divalent group having substantially
the same structure as the C
2-C
60 alkynyl group.
[0378] The term "C
1-C
60 alkoxy group" as utilized herein refers to a monovalent group represented by -OA
101 (wherein A
101 is a C
1-C
60 alkyl group), and non-limiting examples thereof are a methoxy group, an ethoxy group,
an isopropyloxy group, and/or the like.
[0379] The term "C
3-C
10 cycloalkyl group" as utilized herein refers to a monovalent saturated hydrocarbon
cyclic group having 3 to 10 carbon atoms, and non-limiting examples thereof are a
cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a
cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group (or
bicyclo[2.2.1]heptanyl group), a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl
group, a bicyclo[2.2.2]octyl group, and/or the like. The term "C
3-C
10 cycloalkylene group" as utilized herein refers to a divalent group having substantially
the same structure as the C
3-C
10 cycloalkyl group.
[0380] The term "C
1-C
10 heterocycloalkyl group" as utilized herein refers to a monovalent cyclic group of
1 to 10 carbon atoms, further including, in addition to carbon atoms, at least one
heteroatom, as ring-forming atoms, and non-limiting examples thereof are a 1,2,3,4-oxatriazolidinyl
group, a tetrahydrofuranyl group, a tetrahydrothiophenyl group, and/or the like. The
term "C
1-C
10 heterocycloalkylene group" as utilized herein refers to a divalent group having substantially
the same structure as the C
1-C
10 heterocycloalkyl group.
[0381] The term "C
3-C
10 cycloalkenyl group" as utilized herein refers to a monovalent cyclic group that has
three to ten carbon atoms and at least one carbon-carbon double bond in the ring thereof
and no aromaticity, and non-limiting examples thereof are a cyclopentenyl group, a
cyclohexenyl group, a cycloheptenyl group, and/or the like. The term "C
3-C
10 cycloalkenylene group" as utilized herein refers to a divalent group having substantially
the same structure as the C
3-C
10 cycloalkenyl group.
[0382] The term "C
1-C
10 heterocycloalkenyl group" as utilized herein refers to a monovalent cyclic group
of 1 to 10 carbon atoms, further including, in addition to carbon atoms, at least
one heteroatom, as ring-forming atoms, and having at least one double bond in the
cyclic structure thereof. Non-limiting examples of the C
1-C
10 heterocycloalkenyl group are a 4,5-dihydro-1,2,3,4-oxatriazolyl group, a 2,3-dihydrofuranyl
group, a 2,3-dihydrothiophenyl group, and/or the like. The term "C
1-C
10 heterocycloalkenylene group" as utilized herein refers to a divalent group having
substantially the same structure as the C
1-C
10 heterocycloalkenyl group.
[0383] The term "C
6-C
60 aryl group" as utilized herein refers to a monovalent group having a carbocyclic
aromatic system of 6 to 60 carbon atoms, and the term "C
6-C
60 arylene group" as utilized herein refers to a divalent group having a carbocyclic
aromatic system of 6 to 60 carbon atoms. Non-limiting examples of the C
6-C
60 aryl group are a phenyl group, a pentalenyl group, a naphthyl group, an azulenyl
group, an indacenyl group, an acenaphthyl group, a phenalenyl group, a phenanthrenyl
group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl
group, a chrysenyl group, a perylenyl group, a pentaphenyl group, a heptalenyl group,
a naphthacenyl group, a picenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl
group, a coronenyl group, an ovalenyl group, and/or the like. When the C
6-C
60 aryl group and the C
6-C
60 arylene group each include two or more rings, the rings may be condensed with each
other.
[0384] The term "C
1-C
60 heteroaryl group" as utilized herein refers to a monovalent group having a heterocyclic
aromatic system of 1 to 60 carbon atoms, further including, in addition to carbon
atoms, at least one heteroatom, as ring-forming atoms. The term "C
1-C
60 heteroarylene group" as utilized herein refers to a divalent group having a heterocyclic
aromatic system of 1 to 60 carbon atoms, further including, in addition to carbon
atoms, at least one heteroatom, as ring-forming atoms. Non-limiting examples of the
C
1-C
60 heteroaryl group are a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a
pyridazinyl group, a triazinyl group, a quinolinyl group, a benzoquinolinyl group,
an isoquinolinyl group, a benzoisoquinolinyl group, a quinoxalinyl group, a benzoquinoxalinyl
group, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthrolinyl
group, a phthalazinyl group, and a naphthyridinyl group. When the C
1-C
60 heteroaryl group and the C
1-C
60 heteroarylene group each include two or more rings, the rings may be condensed with
each other.
[0385] The term "monovalent non-aromatic condensed polycyclic group" as utilized herein
refers to a monovalent group (for example, having 8 to 60 carbon atoms) having two
or more rings condensed to each other, only carbon atoms as ring-forming atoms, and
no aromaticity in its entire molecular structure as a whole. Non-limiting examples
of the monovalent non-aromatic condensed polycyclic group are an indenyl group, a
fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, an indenophenanthrenyl
group, an indeno anthracenyl group, and/or the like. The term "divalent non-aromatic
condensed polycyclic group" as utilized herein refers to a divalent group having substantially
the same structure as the monovalent non-aromatic condensed polycyclic group described
above.
[0386] The term "monovalent non-aromatic condensed heteropolycyclic group" as utilized herein
refers to a monovalent group (for example, having 1 to 60 carbon atoms) having two
or more rings condensed to each other, further including, in addition to carbon atoms,
at least one heteroatom, as ring-forming atoms, and having non-aromaticity in its
entire molecular structure as a whole. Non-limiting examples of the monovalent non-aromatic
condensed heteropolycyclic group include a pyrrolyl group, a thiophenyl group, a furanyl
group, an indolyl group, a benzoindolyl group, a naphthoindolyl group, an isoindolyl
group, a benzoisoindolyl group, a naphthoisoindolyl group, a benzosilolyl group, a
benzothiophenyl group, a benzofuranyl group, a carbazolyl group, a dibenzosilolyl
group, a dibenzothiophenyl group, a dibenzofuranyl group, an azacarbazolyl group,
an azafluorenyl group, an azadibenzosilolyl group, an azadibenzothiophenyl group,
an azadibenzofuranyl group, a pyrazolyl group, an imidazolyl group, a triazolyl group,
a tetrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an
isothiazolyl group, an oxadiazolyl group, a thiadiazolyl group, a benzopyrazolyl group,
a benzimidazolyl group, a benzoxazolyl group, a benzothiazolyl group, a benzoxadiazolyl
group, a benzothiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl
group, an imidazotriazinyl group, an imidazopyrazinyl group, an imidazopyridazinyl
group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl
group, a benzothienocarbazolyl group, a benzosilolocarbazolyl group, a benzoindolocarbazolyl
group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl
group, a benzonaphthosilolyl group, a benzofurodibenzofuranyl group, a benzofurodibenzothiophenyl
group, and a benzothienodibenzothiophenyl group. The term "divalent non-aromatic condensed
heteropolycyclic group" as utilized herein refers to a divalent group having substantially
the same structure as the monovalent non-aromatic condensed heteropolycyclic group
described above.
[0387] The term "C
6-C
60 aryloxy group" as utilized herein indicates -OA
102 (wherein A
102 is a C
6-C
60 aryl group), and the term "C
6-C
60 arylthio group" as utilized herein indicates -SA
103 (wherein A
103 is a C
6-C
60 aryl group).
[0388] The term "C
7-C
60 arylalkyl group" as utilized herein refers to -A
104A
105 (wherein A
104 is a C
1-C
54 alkylene group, and A
105 is a C
6-C
59 aryl group), and the term "C
2-C
60 heteroarylalkyl group" as utilized herein refers to -A
106A
107 (wherein A
106 is a C
1-C
59 alkylene group, and A
107 is a C
1-C
59 heteroaryl group).
[0389] The term "R
10a" as utilized herein may be:
deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, or a nitro group;
a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I,
a hydroxyl group, a cyano group, a nitro group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, a C2-C60 heteroarylalkyl group, -Si(Q11)(Q12)(Q13), -N(Q11)(Q12), -B(Q11)(Q12), - C(=O)(Q11), -S(=O)2(Q11), -P(=O)(Q11)(Q12), or any combination thereof;
a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, or a C2-C60 heteroarylalkyl group, each unsubstituted or substituted with deuterium, -F, -Cl,
-Br, -I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, a C2-C60 heteroarylalkyl group, -Si(Q21)(Q22)(Q23), -N(Q21)(Q22), -B(Q21)(Q22), - C(=O)(Q21), -S(=O)2(Q21), -P(=O)(Q21)(Q22), or any combination thereof; or
-Si(Q31)(Q32)(Q33), -N(Q31)(Q32), -B(Q31)(Q32), -C(=O)(Q31), -S(=O)2(Q31), or - P(=O)(Q31)(Q32).
[0390] Q
1 to Q
3, Q
11 to Q
13, Q
21 to Q
23, and Q
31 to Q
33 utilized herein may each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I;
a hydroxyl group; a cyano group; a nitro group; a C
1-C
60 alkyl group; a C
2-C
60 alkenyl group; a C
2-C
60 alkynyl group; a C
1-C
60 alkoxy group; a C
3-C
60 carbocyclic group or a C
1-C
60 heterocyclic group, each unsubstituted or substituted with deuterium, -F, a cyano
group, a C
1-C
60 alkyl group, a C
1-C
60 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof; a C
7-C
60 aryl alkyl group; or a C
2-C
60 heteroaryl alkyl group.
[0391] The term "heteroatom" as utilized herein refers to any atom other than a carbon atom.
Non-limiting examples of the heteroatom are O, S, N, P, Si, B, Ge, Se, and any combination
thereof.
[0392] The term "third-row transition metal" as utilized herein includes Hf, Ta, W, Re,
Os, Ir, Pt, Au, and/or the like.
[0393] "Ph" as utilized herein refers to a phenyl group, "Me" as utilized herein refers
to a methyl group, "Et" as utilized herein refers to an ethyl group, "tert-Bu" or
"Bu*" as utilized herein refers to a tert-butyl group, and "OMe" as utilized herein
refers to a methoxy group.
[0394] The term "biphenyl group" as utilized herein refers to "a phenyl group substituted
with a phenyl group." In some embodiments, the "biphenyl group" may be a substituted
phenyl group having a C
6-C
60 aryl group as a substituent.
[0395] The term "terphenyl group" as utilized herein refers to "a phenyl group substituted
with a biphenyl group." In some embodiments, the "terphenyl group" may be a substituted
phenyl group having, as a substituent, a C
6-C
60 aryl group substituted with a C
6-C
60 aryl group.
[0396] * and *' as utilized herein, unless defined otherwise, each refer to a binding site
to a neighboring atom in a corresponding formula or moiety.
[0397] In the present disclosure, the x-axis, y-axis, and z-axis are not limited to three
axes in an orthogonal coordinate system, and may be interpreted in a broad sense including
these axes. For example, the x-axis, y-axis, and z-axis may refer to those orthogonal
to each other, or may refer to those in different directions that are not orthogonal
to each other.
[0398] Hereinafter, compounds according to one or more embodiments and light-emitting devices
according to one or more embodiments will be described in more detail with reference
to the following Synthesis Examples and Examples. The wording "B was utilized instead
of A" utilized in describing Synthesis Examples refers to that an identical molar
equivalent of B was utilized in place of A.
Examples
Synthesis Example 1: Synthesis of Compound 10
[0399]

1) Synthesis of Intermediate [10-A]
[0400] 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole (7.0 mmol, 2.1 g), 1-chloro-2-fluorobenzene
(10.5 mmol, 1.4 g), and potassium phosphate tribasic (21.0 mmol, 4.5 g) were placed
in a reaction vessel and suspended in 70 mL of dimethylformamide (DMF). The reaction
mixture was heated at 160 °C and stirred for 24 hours. After completion of the reaction,
the reaction mixture was cooled to room temperature, and was subjected to an extraction
process utilizing ethyl acetate. An organic layer extracted therefrom was washed with
a saturated aqueous sodium chloride solution, and dried by utilizing sodium sulfate.
A residue obtained by removing a solvent therefrom was separated by column chromatography
to obtain 2.3 g (5.7 mmol) of a target compound.
2) Synthesis of Intermediate [10-B]
[0401] Intermediate [10-A] (5.7 mmol, 2.3 g), 1-bromo-4-methoxy-2-nitrobenzene (6.8 mmol,
1.6 g), tetrakis(triphenylphosphine)palladium (0.3 mmol, 0.3 g), and potassium carbonate
(11.4 mmol, 1.6 g) were placed in a reaction vessel and suspended in 60 mL of a mixture
including tetrahydrofuran and water in a volume ratio of 3:1. The reaction mixture
was heated and stirred under reflux for 24 hours. After completion of the reaction,
the reaction mixture was cooled to room temperature, and was subjected to an extraction
process utilizing ethyl acetate. An organic layer extracted therefrom was washed with
a saturated aqueous sodium chloride solution, and dried by utilizing sodium sulfate.
A residue obtained by removing a solvent therefrom was separated by column chromatography
to obtain 2.0 g (4.6 mmol) of a target compound.
3) Synthesis of Intermediate [10-C]
[0402] Intermediate [10-B] (4.6 mmol, 2.0 g) and triphenylphosphine (9.2 mmol, 2.4 g) were
placed in a reaction vessel and suspended in 45 mL of 1,2-dichlorobenzene (o-DCB).
The reaction mixture was heated at 160 °C and stirred for 24 hours. After completion
of the reaction, the reaction mixture was cooled to room temperature, and was subjected
to an extraction process utilizing ethyl acetate. An organic layer extracted therefrom
was washed with a saturated aqueous sodium chloride solution, and dried by utilizing
sodium sulfate. A residue obtained by removing a solvent therefrom was separated by
column chromatography to obtain 1.1 g (2.8 mmol) of a target compound.
4) Synthesis of Intermediate [10-D]
[0403] Intermediate [10-C] (2.8 mmol, 1.1 g), 2-fluoro-3-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine
(3.4 mmol, 1.0 g), tetrakis(triphenylphosphine)palladium (0.14 mmol, 160 mg), potassium
carbonate (5.6 mmol, 770 mg) were added to a reaction vessel and suspended in 30 mL
of a mixture including tetrahydrofuran and water in a volume ratio of 3:1. The reaction
mixture was heated and stirred under reflux for 24 hours. After completion of the
reaction, the reaction mixture was cooled to room temperature, and was subjected to
an extraction process utilizing ethyl acetate. An organic layer extracted therefrom
was washed with a saturated aqueous sodium chloride solution, and dried by utilizing
sodium sulfate. A residue obtained by removing a solvent therefrom was separated by
column chromatography to obtain 1.1 g (2.0 mmol) of a target compound.
5) Synthesis of Intermediate [10-E]
[0404] Intermediate [10-D] (2.0 mol, 1.1 g) and potassium phosphate (6.0 mol, 1.3 g) were
added to a reaction vessel and suspended in 20 mL of DMF. The reaction mixture was
heated to 160 °C and stirred for 24 hours. After completion of the reaction, the reaction
mixture was cooled to room temperature, and was subjected to an extraction process
utilizing ethyl acetate. An organic layer extracted therefrom was washed with a saturated
aqueous sodium chloride solution, and dried by utilizing sodium sulfate. A residue
obtained by removing a solvent therefrom was separated by column chromatography to
obtain 820 mg (1.6 mmol) of a target compound.
6) Synthesis of Intermediate [10-F]
[0405] Intermediate [10-E] (1.6 mmol, 820 mg) was suspended in 15 mL of dichloromethane,
and the reaction temperature was lowered to 0 °C. 1.9 mL of boron tribromide 1.0 M
dichloromethane was slowly added dropwise, and the reaction temperature was raised
to room temperature and stirred for 24 hours. After completion of the reaction, the
reaction mixture was neutralized and was subjected to an extraction process utilizing
ethyl acetate. An organic layer extracted therefrom was washed with a saturated aqueous
sodium chloride solution, and dried by utilizing sodium sulfate. A residue obtained
by removing a solvent therefrom was separated by column chromatography to obtain 550
mg (1.1 mmol) of a target compound.
7) Synthesis of Intermediate [10-G]
[0406] Intermediate [10-F] (1.1 mmol, 550 mg), 1-(3-bromophenyl)-1H-benzo[d]imidazole (1.3
mmol, 360 mg), potassium phosphate (2.2 mmol, 470 mg), iodo copper(I) (0.11 mmol,
20 mg), and 1,10-phenanthroline (0.11 mmol, 20 mg) were placed in a reaction vessel
and suspended in 10 mL of dimethyl sulfoxide. The reaction mixture was heated to a
temperature of 160 °C and stirred for 12 hours. After completion of the reaction,
the reaction result was cooled at room temperature, 20 mL of distilled water was added
thereto, and an extraction process was performed thereon by utilizing ethyl acetate.
The extracted organic layer was washed with a saturated aqueous sodium chloride solution
and dried by utilizing sodium sulfate. A residue obtained by removing a solvent therefrom
was separated by column chromatography to obtain 550 mg (0.8 mmol) of a target compound.
8) Synthesis of Intermediate [10-H]
[0407] Intermediate [10-G] (0.8 mmol, 550 mg) and methane iodide (1.6 mmol, 230 mg) were
added to a reaction vessel and suspended in 10 mL of toluene. The reaction mixture
was heated to a temperature of 110 °C and stirred for 3 hours. After completion of
the reaction, the reaction mixture was cooled to room temperature, a portion of the
solvent was removed, distilled water was added thereto, and the resulting solid was
obtained by filtering. The filtered solid was purified utilizing a recrystallization
method to obtain 470 mg (0.56 mmol) of the target compound.
9) Synthesis of Intermediate [10-I]
[0408] Intermediate [10-H] (0.56 mmol, 470 mg) and ammonium hexafluorophosphate (1.1 mmol,
180 mg) were added to a reaction vessel and suspended in a solution including methanol
and water in the ratio of 2:1. The reaction mixture was stirred at room temperature
for 12 hours. The resulting solid was obtained by filtering and purified utilizing
a recrystallization method to obtain 450 mg (0.53 mmol) of a target compound.
10) Synthesis of Compound 10
[0409] Intermediate [10-I] (0.53 mmol, 450 mg), dichloro(1,5-cyclooctadiene)platinum (0.58
mmol, 220 mg), and sodium acetate (1.6 mmol, 130 mg) were suspended in 20 mL of dioxane.
The reaction mixture was heated and stirred at 110 °C for 24 hours. After completion
of the reaction, the reaction result was cooled at room temperature, 20 mL of distilled
water was added thereto, and an extraction process was performed thereon by utilizing
ethyl acetate. An organic layer extracted therefrom was washed with a saturated aqueous
sodium chloride solution, and dried by utilizing sodium sulfate. A residue obtained
by removing a solvent therefrom was separated by column chromatography to obtain 100
mg (0.11 mmol) of a target compound.
Synthesis Example 2: Synthesis of Compound 21
[0410]

[0411] 100 mg (0.11 mmol) of Compound 21 was obtained in substantially the same manner as
in Synthesis Example 1, except that 2-fluoro-3-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl-3,4,5,6-d4)pyridine
was utilized instead of 2-fluoro-3-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine.
Synthesis Example 3: Synthesis of Compound 36
[0412]

1) Synthesis of Intermediate [36-A]
[0413] Intermediate [10-F] (1.6 mmol, 800 mg), 1-bromo-3-fluorobenzene (3.2 mmol, 560 mg),
and potassium phosphate (4.8 mmol, 1.0 g) were added to a reaction vessel and suspended
in 20 mL of DMF. The reaction mixture was heated to 160 °C and stirred for 24 hours.
After completion of the reaction, the reaction mixture was cooled to room temperature,
and was subjected to an extraction process utilizing ethyl acetate. An organic layer
extracted therefrom was washed with a saturated aqueous sodium chloride solution,
and dried by utilizing sodium sulfate. A residue obtained by removing a solvent therefrom
was separated by column chromatography to obtain 720 mg (1.1 mmol) of a target compound.
2) Synthesis of Intermediate [36-B]
[0414] Intermediate [36-A] (1.1 mmol, 720 mg), N1-([1,1':3',1"-terphenyl]-2'-yl-2,2",3,3",4,4",5,5",6,6"-d10)benzene-1,2-diamine
(1.3 mmol, 450 mg), tris(dibenzylideneacetone)dipalladium (0. 06 mmol, 55 mg), 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl
(SPhos) (0.11 mmol, 45 mg), sodium tert-butoxide (3.3 mmol, 320 mg) were suspended
in 10 mL of toluene in a reaction vessel. The reaction temperature was raised to 110
°C, and the reaction mixture was stirred for 3 hours. After completion of the reaction,
the reaction mixture was cooled to room temperature, and was subjected to an extraction
process utilizing ethyl acetate. An organic layer extracted therefrom was washed with
a saturated aqueous sodium chloride solution, and dried by utilizing sodium sulfate.
A residue obtained by removing a solvent therefrom was separated by column chromatography
to obtain 820 mg (0.85 mmol) of a target compound.
3) Synthesis of Intermediate [36-C]
[0415] Intermediate [36-B] (0.85 mmol, 820 mg), triethyl orthoformate (46.8 mmol, 6.9 g)
and a 35 wt% solution of HCl (4.7 mmol, 0.39 mL) were added to a reaction vessel,
heated and stirred at 80 °C for 12 hours. After completion of the reaction, the reaction
mixture was cooled to room temperature, and a residue obtained by removing a solvent
therefrom was separated by column chromatography to obtain 640 mg (0.64 mmol) of a
target compound.
4) Synthesis of Compound 36
[0416] Intermediate [36-C] (0.64 mmol, 640 mg), dichloro(1,5-cyclooctadiene)platinum (0.70
mmol, 260 mg), and sodium acetate (1.9 mmol, 160 mg) were suspended in 25 mL of dioxane.
The reaction mixture was heated and stirred at 110 °C for 24 hours. After completion
of the reaction, the reaction mixture was cooled to room temperature, and was subjected
to an extraction process utilizing ethyl acetate. An organic layer extracted therefrom
was washed with a saturated aqueous sodium chloride solution, and dried by utilizing
sodium sulfate. A residue obtained by removing a solvent therefrom was separated by
column chromatography to obtain 120 mg (0.11 mmol) of a target compound.
Synthesis Example 4: Synthesis of Compound 48
[0417]

[0418] 160 mg (0.11 mmol) of Compound 48 was obtained in substantially the same manner as
in Synthesis Example 3, except that N1-(2-(5,5,8,8-tetrakis(methyl-d3)-5,6,7,8-tetrahydronaphthalen-2-yl-1,3,4,6,6,7,7-d7)-6-(5,5,8,8-tetrakis(methyl-d3)-5,6,7,8-tetrahydronaphthalen-2-yl-1,3,4,6,6,7,7-d7)phenyl-3,4,5-d3)benzene-1,2-diamine
was utilized instead of N1-([1,1':3',1"-terphenyl]-2'-yl-2,2",3,3",4,4",5,5",6,6"-d10)benzene-1,2-diamine.
[0419] 1H nuclear magnetic resonance spectroscopy (NMR) and mass spectroscopy/fast atom bombardment
(MS/FAB) of the compounds synthesized according to Synthesis Examples are shown in
Table 1. Synthesis methods of compounds other than the compounds synthesized in Synthesis
Examples above may be easily recognized by those skilled in the art by referring to
the synthesis paths and source materials.
Table 1
| Compo und No. |
1H NMR (CDCl3, 400 MHz) |
MS/FAB |
| found |
calc. |
| 10 |
8.96 (m, 1H), 8.59 (m, 1H), 8.40-8.38 (m, 2H), 8.14 (m, 1H), 8.01 (m, 1H), 7.66-7.64
(m, 2H), 7.60-7.56 (m, 2H), 7.51-7.47 (m, 3H), 7.44-7.41 (m, 5H), 7.32 (m, 1H), 7.13-7.11
(m, 3H), 6.88 (m, 1H), 7.70-7.65 (m, 3H), 3.35 (s, 3H) |
898.2015 |
898.2020 |
| 21 |
8.98 (m, 1H), 8.61 (m, 1H), 8.41-8.38 (m, 2H), 8.15 (m, 1H), 7.99 (m, 1H), 7.65-7.63
(m, 2H), 7.59-7.57 (m, 2H), 7.53-7.49 (m, 2H), 7.45-7.40 (m, 2H), 7.33 (m, 1H), 7.15-7.10
(m, 3H), 6.90 (m, 1H), 7.69-7.65 (m, 3H), 3.33 (s, 3H) |
902.2264 |
902.2271 |
| 36 |
8.89 (m, 1H), 8.54 (m, 1H), 8.41 (m, 1H), 8.25-8.23 (m, 3H), 8.11 (m, 1H), 7.96 (m,
1H), 7.62-7.51 (m, 7H), 7.45-7.37 (m, 5H), 7.16-7.13 (m, 4H), 6.96-6.93 (m, 3H), 6.68-6.65
(m, 2H) |
1122.343 5 |
1122.343 0 |
| 48 |
8.85 (m, 1H), 8.53 (m, 1H), 8.41 (m, 1H), 8.15-8.12 (m, 2H), 7.95 (m, 1H), 7.63-7.45
(m, 9H), 7.38-7.35 (m, 2H), 7.17-7.15 (m, 4H), 7.01-6.97 (m, 3H), 6.66-6.65 (m, 2H) |
1373.756 1 |
1373.756 7 |
Evaluation Example 1
[0420] The HOMO and LUMO energy levels of each of Compounds 10, 21, 36, 48, and CE were
evaluated according to the method shown in Table 2, and results thereof are shown
in Table 3.
Table 2
| HOMO energy level evaluation method |
By utilizing cyclic voltammetry (CV) (electrolyte: 0.1 M Bu4NPF6 / solvent: dimethylformamide (DMF) / electrode: 3-electrode system (working electrode:
glassy carbon (GC), reference electrode: Ag/AgCI, and auxiliary electrode: Pt)), the
potential (V)-current (A) graph of each compound was obtained, and then, from the
oxidation onset of the graph, the HOMO energy level of each compound was calculated. |
| LUMO energy level evaluation method |
By utilizing cyclic voltammetry (CV) (electrolyte: 0.1 M Bu4NPF6 / solvent: dimethylformamide (DMF) / electrode: 3-electrode system (working electrode:
GC, reference electrode: Ag/AgCI, and auxiliary electrode: Pt)), the potential (V)-current
(A) graph of each compound was obtained, and then, from the reduction onset of the
graph, the LUMO energy level of each compound was calculated. |
Table 3
| Compound No. |
HOMO (eV) |
LUMO (eV) |
| 10 |
-5.25 |
-1.95 |
| 21 |
-5.26 |
-1.97 |
| 36 |
-5.31 |
-2.05 |
| 48 |
-5.32 |
-2.06 |
| CE |
-5.33 |
-1.99 |

Evaluation Example 2
[0421] Polymethyl methacrylate (PMMA) in CH
2Cl
2 solution and Compound 10 (4 wt% relative to PMMA) were mixed each other, and then,
the resulting product was applied to a quartz substrate by utilizing a spin coater.
Heat treatment was then performed thereon in an oven at 80 °C, followed by cooling
at room temperature, so as to prepare Film 1 having a thickness of 40 nm. Subsequently,
Films 2 to 5 were each manufactured in substantially the same manner as utilized to
manufacture Film 1, except that Compounds 21, 36, 48, and CE were respectively utilized
instead of Compound 10.
[0422] For each of Films 1 to 5, an emission spectrum was measured by utilizing Quantaurus-QY
Absolute PL quantum yield spectrometer manufactured by Hamamatsu Company (utilizing
a xenon light source and equipped with a monochromator, a photonic multichannel analyzer,
and integrating spheres, and utilizing PLQY measurement software (Hamamatsu Photonics,
Ltd., Shizuoka, Japan)). During the measurement, an excitation wavelength was scanned
from 320 nm to 380 nm at intervals of 10 nm, and a spectrum measured at the excitation
wavelength of 340 nm was taken to obtain a maximum emission wavelength (emission peak
wavelength) and FWHM of an organometallic compound included in each film, which are
shown in Table 4.
[0423] The luminescence quantum efficiency of each of Films 1 to 5 was measured by scanning
the excitation wavelength from 300 nm to 380 nm at intervals of 10 nm utilizing a
Quantaurus-QY Absolute PL quantum yield spectrometer of Hamamatsu, and the luminescence
quantum efficiency (PLQY) measured at an excitation wavelength of 330 nm was obtained,
from which the luminescence quantum efficiency of the organometallic compound included
in each film was obtained and is summarized in Table 4.
Table 4
| Film No. |
Film composition (4 wt% in PMMA) |
Maximum emission wavelength (nm) |
FWHM (nm) |
PLQY (%) |
| 1 |
10 |
470 |
98 |
69 |
| 2 |
21 |
471 |
97 |
70 |
| 3 |
36 |
475 |
51 |
81 |
| 4 |
48 |
473 |
48 |
84 |
| 5 |
CE |
462 |
121 |
57 |

[0424] From Table 4, it can be seen that Compounds 10, 21, 36, and 48 emit blue light having
excellent or suitable PLQY and narrow FWHM compared to Compound CE.
Example 1
[0425] As an anode, a Corning 15 Ω/cm
2 (1,200 Å) ITO glass substrate was cut to a size of 50 mm x 50 mm x 0.7 mm, sonicated
with isopropyl alcohol and (then with) pure water each for 5 minutes, and then cleaned
by exposure to ultraviolet rays and ozone for 30 minutes. The ITO glass substrate
was provided to a vacuum deposition apparatus.
[0426] 2-TNATA was vacuum-deposited on the ITO substrate to form a hole injection layer
having a thickness of 600 Å, and then 4,4'-bis[N-(1-naphthyl)-N-phenylamino] biphenyl
(hereinafter, NPB) as a hole transport compound was vacuum-deposited thereon to form
a hole transport layer having a thickness of 300 Å.
[0427] Compound 10 in a blue fluorescent emission layer was concurrently (e.g., simultaneously)
deposited on the hole transport layer at a ratio of 13 wt% together with an ETH2:HTH29
mixed host (weight ratio 3.5:6.5) to form an emission layer having a thickness of
350 Å.
Examples 2 to 6, and Comparative Example A
[0429] An organic-light emitting device was manufactured in substantially the same manner
as in Example 1, except that when forming the emission layer, the compounds were changed
as shown in Table 5.
Table 5
| No. |
Organometa llic compound represented by Formula 1 |
Second compound |
Third compound |
Fourth compound |
Weight ratio of second compound to third compound |
| Example 1 |
10 (13 wt%) |
ETH2 |
HTH29 |
- |
3.5 : 6.5 |
| Example 2 |
21 (13 wt%) |
ETH2 |
HTH29 |
- |
3.5:6.5 |
| Example 3 |
36 (13 wt%) |
ETH2 |
HTH29 |
- |
3.5:6.5 |
| Example 4 |
48 (13 wt%) |
ETH2 |
HTH29 |
- |
3.5:6.5 |
| Example 5 |
36 (13 wt%) |
ETH2 |
HTH29 |
DFD7 (0.4 wt%) |
3.5:6.5 |
| Example 6 |
36 (13 wt%) |
ETH2 |
HTH29 |
DFD29 (1.2 wt%) |
3.5:6.5 |
| Comparati ve Example A |
CE (13 wt%) |
ETH2 |
HTH29 |
- |
3.5:6.5 |
Evaluation Example 1
[0430] The driving voltage (V) at 1,000 cd/m
2, color purity (CIEx,y), luminescence efficiency (cd/A), color conversion efficiency
(cd/A/y), maximum emission wavelength (nm), and lifespan (T
95) of each of the light-emitting devices manufactured according to Examples 1 to 6
and Comparative Example A were each measured by utilizing a Keithley MU 236 and a
luminance meter PR650, and results thereof are shown in Table 6. In this regard, the
lifespan (T
95) is a measure of the time (Hr) taken until the luminance declines to 95 % of the
initial luminance. In Table 6, the color conversion efficiency ratio indicates the
ratio (%) of the color conversion efficiency of each example when the color conversion
efficiency of Comparative Example A is set to 100, and the lifespan ratio indicates
the ratio (%) of the lifespan (T
95) of each example when the lifespan of Comparative Example A is set to 100.
Table 6
| No. |
Organometallic compound represented by Formula 1 |
Driving voltage (V) |
Color conversion efficiency ratio |
Lifespan ratio |
| Example 1 |
10 |
4.1 |
110 |
130 |
| Example 2 |
21 |
4.1 |
109 |
146 |
| Example 3 |
36 |
3.9 |
122 |
161 |
| Example 4 |
48 |
3.8 |
125 |
169 |
| Example 5 |
36 |
3.5 |
137 |
189 |
| Example 6 |
36 |
3.6 |
141 |
192 |
| Comparative Example A |
CE |
4.3 |
100 |
100 |

[0431] From the Table 6, it can be confirmed that the organic light-emitting devices according
to Examples 1 to 6 each have smaller driving voltage, higher color conversion efficiency,
and longer device lifespan, compared to the organic light-emitting device according
to Comparative Example A.
[0432] By utilizing the organometallic compounds of the present disclosure, light-emitting
devices and high-quality electronic apparatuses including the light-emitting devise,
having reduced driving voltage, improved color purity and/or efficiency, and/or increased
lifespan, may be manufactured.
[0433] In the present disclosure, it will be understood that the term "comprise(s)," "include(s),"
or "have/has" specifies the presence of stated features, integers, steps, operations,
elements, and/or components, but do not preclude the presence or addition of one or
more other features, integers, steps, operations, elements, components, and/or groups
thereof.
[0434] Throughout the present disclosure, when a component such as a layer, a film, a region,
or a plate is mentioned to be placed "on" another component, it will be understood
that it may be directly on another component or that another component may be interposed
therebetween. In some embodiments, "directly on" may refer to that there are no additional
layers, films, regions, plates, etc., between a layer, a film, a region, a plate,
etc. and the other part. For example, "directly on" may refer to two layers or two
members are disposed without utilizing an additional member such as an adhesive member
therebetween.
[0435] In the present disclosure, although the terms "first," "second," etc., may be utilized
herein to describe one or more elements, components, regions, and/or layers, these
elements, components, regions, and/or layers should not be limited by these terms.
These terms are only utilized to distinguish one component from another component.
[0436] As utilized herein, the singular forms "a," "an," "one," and "the" are intended to
include the plural forms as well, unless the context clearly indicates otherwise.
Further, the use of "may" when describing embodiments of the present disclosure refers
to "one or more embodiments of the present disclosure".
[0437] Any numerical range recited herein is intended to include all sub-ranges of the same
numerical precision subsumed within the recited range. For example, a range of "1.0
to 10.0" is intended to include all subranges between (and including) the recited
minimum value of 1.0 and the recited maximum value of 10.0, that is, having a minimum
value equal to or greater than 1.0 and a maximum value equal to or less than 10.0,
such as, for example, 2.4 to 7.6. Any maximum numerical limitation recited herein
is intended to include all lower numerical limitations subsumed therein and any minimum
numerical limitation recited in the present disclosure is intended to include all
higher numerical limitations subsumed therein. Accordingly, Applicant reserves the
right to amend the disclosure, including the claims, to expressly recite any sub-range
subsumed within the ranges expressly recited herein.
[0438] The light-emitting device, the light-emitting apparatus, the display device, the
electronic apparatus, the electronic device, or any other relevant devices or components
according to embodiments of the present disclosure described herein may be implemented
utilizing any suitable hardware, firmware (e.g., an application-specific integrated
circuit), software, or a combination of software, firmware, and hardware. For example,
the various components of the device may be formed on one integrated circuit (IC)
chip or on separate IC chips. Further, the various components of the device may be
implemented on a flexible printed circuit film, a tape carrier package (TCP), a printed
circuit board (PCB), or formed on one substrate. Further, the various components of
the device may be a process or thread, running on one or more processors, in one or
more computing devices, executing computer program instructions and interacting with
other system components for performing the various functionalities described herein.
The computer program instructions are stored in a memory which may be implemented
in a computing device using a standard memory device, such as, for example, a random
access memory (RAM). The computer program instructions may also be stored in other
non-transitory computer readable media such as, for example, a CD-ROM, flash drive,
or the like. Also, a person of skill in the art should recognize that the functionality
of various computing devices may be combined or integrated into a single computing
device, or the functionality of a particular computing device may be distributed across
one or more other computing devices without departing from the scope of the embodiments
of the present disclosure.